Department of Chemistry                         

¡¡

HOME
Prof. NEGISHI
RESEARCH
PUBLICATIONS
GROUP MEMBERS
LINKS

                Patents                               Major Publications                            Misc. publications

                                                                                                                          

LIST OF PUBLICATIONS BY EI-ICHI NEGISHI

 

(26)    1.        Basic Cleavages of Arylsulfonamides.

                     Negishi, E.; Day, A. R.

                     J. Org. Chem. 1965, 30, 43-48.

 

(60)    2.        The Carbonylation of Thexyldialkylboranes.  A New General Synthesis of Ketones.

 Brown, H. C.; Negishi, E.

 J. Amer. Chem. Soc. 1967, 89, 5285-5287.

 

(70)    3.        Carbonylation of the Organoboranes from the Cyclic Hydroboration of Dienes with Thexylborane. A Simple

                     Procedure the Conversion of Dienes into Cyclic Ketones.

 Brown, H. C.; Negishi, E.

 J. Amer. Chem. Soc., 1967, 89, 5477-5478.

 

(44)    4.        Carbonylation of Perhydro-9b-boraphenalene to Form Perhydro-9b-phenalenol.  A New General Synthesis of

                     Polycyclic Derivatives.

 Brown, H. C.; Negishi, E.

 J. Amer. Chem. Soc., 1967, 89, 5478-5480.

 

(40)    5.        A General Stereospecific Annelation for the Synthesis of trans-Fused Polycyclic Ketone via Hydroboration-

                     Carbonylation

 Brown, H. C.; Negishi, E.

 Chem. Commun., 1968, 594-595.

 

(17)    6.        Conversion of Linear Trienes into Bicyclic Boranes via Hydroboration-Isomerization and Their Carbonylation. A Simple

                     Synthesis of Angularly Substituted Bicyclic Alcohols

 Brown, H. C.; Negishi, E.

 J. Amer. Chem. Soc. 1969, 91, 1224-1226.

 

(4)     7.         Reaction of Cyclic Organoboranes from Dienes with Methyl Vinyl Ketone. A Convenient of ¦Ø-Hydroxy-ketones from

                     Dienes via Hydroboration

 Suzuki, A.; Nozawa S.; Itoh, M.; Brown, H. C.; Negishi, E.; Gupta, S. K.

 Chem. Commun. 1969, 1009-1010.

 

(25)    8.        Organoboranes. IX.  Structure of the Organoboranes Formed in the Reaction of 1,3-Butadiene and Diborane in the

                     Stoichiometric Ratio.  An Unusual Thermal Isomerization of the Organoboranes

 Brown, H. C.; Negishi, E.; Gupta, S. K.

 J. Amer. Chem. Soc. 1970, 92, 2460-2467.

 

(39)    9.        The Reaction of B-Methoxydialkylboranes with Lithium Aluminum Hydride in the Presence of Olefins.  A New and

 General Synthesis of Acyclic and Cyclic Mixed Trialkylboranes and Their Conversion into the Corresponding

 Trialkylcarbinols via Carbonylation-Oxidation

 Brown, H. C.; Negishi, E.; Gupta, S. K.

 J. Amer. Chem. Soc. 1970, 92, 6648-6649.

 

(11)   10.       A Facile Opening of the Borolane Ring with Borane.  A Simple Entry into 12-Tetramethylenediboranes

 Brown, H. C.; Negishi, E.; Burke, P. L.

 J. Amer. Chem. Soc. 1970, 92, 6649-6651.

¡¡

(30)   11.       A Simple Synthesis of Bisborinane and Its Applicability in Hydroboration for the Preparation of B-Alkylborinanes

 Brown, H. C.; Negishi, E.

 J. Organometal. Chem. 1971, 26, C67-C69.

 

(18)   12.       A Simple Synthesis of Bis(3,5-dimethyl)borinane and Bis(3,6-dimethyl)borepane as New Valuable Reagents via Cyclic

                       Hydroboration

 Brown, H. C.; Negishi, E.

 J. Organometal. Chem. 1971, 28, C1-C4.

 

(47)   13.       A New Four-Carbon-Atom Homologation Involving the Free Radical Chain Reaction of 1,3-Butadiene Monoxide with

                      Organoboranes.  Synthesis of 4-Alkyl-2-buten-1-ols from Olefins via Hydroboration

 Suzuki, A.; Miyaura, N.; Itoh, M.; Brown, H. C.; Holland, G. W.; Negishi, E.

 J. Amer. Chem. Soc. 1971, 93, 2792-2793.

 

(16)   14.       Organoboranes, XII.  Hydroboration of 1,3-Butadiene with Borane in Tetrahydrofuran in a Ratio Equal to or Smaller

                     than 1:1.  Interconversion Between B-Alkylborolane and 1,2-Tetramethylenediboranes.

 Brown, H. C.; Negishi, E.; Burke, P. L.

 J. Amer. Chem. Soc. 1971, 93, 3400-3409.

 

(42)   15.       The Facile Reaction of B-Alkylboracyclanes with ¦Á,¦Â-Unsaturated Carbonyl Derivatives. A Convenient Procedure for

 the Transfer of Secondary and Tertiary Alkyl Groups from Boron to Carbon in the 1,4-Addition Reaction

 Brown, H. C.; Negishi, E.

 J. Amer. Chem. Soc. 1971, 93, 3777-3779.

 

(14)   16.       Bisborolane.  A Highly Elusive Bisboracyclane

 Brown, H. C.; Negishi, E.

 J. Amer. Chem. Soc. 1971, 93, 6682-6683.

 

(4)    17.        The Cyclic Hydroboration of Dienes.  A Simple Convenient Route to Heterocyclic Organoboranes

 Brown, H. C.; Negishi, E.

 Pure Appl. Chem. 1972, 29, 527-545.

 

(15)   18.       A General Multi-Carbon Homologation of Olefins via Hydroboration-Carbonylation

 Negishi, E.; Brown, H. C.

 Synthesis 1972, 196-197.

 

(14)   19.       The Reaction of Organoboranes Containing a Tertiary Alkyl Group with Carbon Monoxide.  A New Approach to the

                     Synthesis of Highly Branched Trialkylcarbinols

 Negishi, E.; Brown, H. C.

 Synthesis 1972, 197-199.

 

(27)   20.       Hydroboration.  XXXI.  The Cyclic Hydroboration of Dienes with Borane in Tetrahydrofuran in the Molar Ratio of 1:1.

 Brown, H. C.; Negishi, E.; Burke, P. L.

 J. Amer. Chem. Soc. 1972, 94, 3561-3567.

¡¡

(39)   21.       Hydroboration.  XXXII.  The Cyclic Hydroboration of Dienes with Thexylboranes

 Brown, H. C.; Negishi, E.

 J. Amer. Chem. Soc. 1972, 94, 3567-3572.

 

(26)   22.       Monomeric Dialkylboranes

 Negishi, E.; Katz, J-J.; Brown, H. C.

 J. Amer. Chem. Soc. 1972, 94, 4025-4027.

 

(16)   23.       Remarkably Facile and Selective Dehydroboration of Tetramethylethylene from Thexylmonoalkylboranes under the

                     Influence of Triethylamine.  A Novel, Convenient Synthesis of Monoalkylboranes in Trielethylaminates.

 Brown, H. C.; Negishi, E.; Katz, J-J.

 J. Amer. Chem. Soc. 1972, 94, 5893-5894.

 

(20)   24.       Hydroboration.  XXXIII.  The Cyclic Hydroboration of 1,4-Pentadiene with Borane in Tetrahydrofuran.  Thermal

 Behavior of the Organoborane Derivatives and a Simple Synthesis of Bisborinane and B-Alkylborinanes

 Negishi, E; Burke, P. L.; Brown, H. C.

 J. Amer. Chem. Soc. 1972, 94, 7431-7437.

 

(42)   25.       Applications of Thexylkylboranes to Stereoselective Synthesis of trans Disubstituted Olefins

 Negishi, E.; Katz, J-J.; Brown, H. C.

 Synthesis, 1972, 555-556.

 

(12)   26.       Hydroboration.  XXXIV.  The Cyclic Hydroboration of 1,5-Hexadiene with Borane in Tetrahydrofuran and 9-Borabicycl

                    (3.3.1)nonane.  A New Convenient Route to the Borepane Ring System Utilizing 9-Borabicyclo(3.3.1)nonane

 Burke, P. L.; Negishi, E.; Brown, H. C.

 J. Amer. Chem. Soc. 1973, 95, 3654-3662.

 

(63)   27.       A Highly Stereoselective and General Synthesis of Conjugated trans, trans-Dienes and trans-Alkenyl Ketones

                    via Hydroboration.

Negishi, E.; Yoshida, T.

Chem. Commun. 1973, 606-607.

 

(19)   28.       Hydroboration.  XXXV.  The Cyclic Hydroboration of 2,4-Dimethyl-1,4-pentadiene and 2,5-Dimethyl-1,5-hexadiene.

 A Simple Synthesis of Bis(3,5-dimethyl)borinane and    Bis(3,6-dimethyl)borepane and Their Application to the 1,4- 

 Addition Reaction of Organoboranes

 Negishi, E.; Brown, H. C.

 J. Amer. Chem. Soc. 1973, 95, 6757-6763.

 

(17)   29.       An Intramolecular Michael Reaction Involving Borate Complexes.  A Novel Synthesis of ¦Â-Hydroxycarboxyic Acids

 Negishi, E.; Yoshida, T.

 J. Amer. Chem. Soc. 1973, 95, 6837-6838.

 

(79)   30.       Stereoselective Synthesis of Conjugated trans-Enynes Readily Convertible into Conjugated cis, trans-Dienes and its

 Application to the Synthesis of the Pheromone Bombykol

 Negishi, E.; Lew, G.; Yoshida, T.

 Chem. Commun. 1973, 874-875.

¡¡

 (6)    31.       Carbonylation of Organoboranes

 Negishi, E.

 Intra-Science Chem. Reports 1973, 7, 81-94.

 

(92)   32.       Thexylborane-A Highly Versatile Reagent in Organic Synthesis via Hydroboration

 Negishi, E.; Brown, H. C.

 Synthesis 1974, 77-89.

 

(19)   33.       A Stereoselective Synthesis of Partially Substituted 1,2,3-Butatriene Derivatives via Hydroboration

 Yosida, T.; Williams, R. M.; Negishi, E.

 J. Amer. Chem. Soc. 1974, 96, 3688-3690.

 

(17)   34.       A Novel Stereoselective Synthesis of (E) and (Z)-¦Á,¦Â-Unsaturated Carboxylic Esters via Hydroboration

 Negishi, E.; Lew, G.; Yoshida, T.

 J. Org. Chem. 1974, 96, 2321-2322.

 

(26)   35.       A Novel Copper-Containing Hydride Species and its Application to the Reduction of Organic Compounds

 Yoshida, T.; Negishi, E.

 Chem. Commun. 1974, 762-763.

 

(25)   36.       Novel and Regioselective Aromatic Double Substitution Involving Borate Anions and a Regio- and Stereoselective

                     Route to Dihydroaromatic Derivatives

 Negishi, E.; Merrill, R. E.

 Chem. Commun. 1974, 860-861.

 

(25)   37.       Tetrahydrofuran-Promoted Aryl-Alkyl Coupling Involving Organolithium Reagents

 Merrill, R. E.; Negishi, E.

 J. Org. Chem. 1974, 39, 3452-3453.

 

(33)   38.       A Novel Regio- and Chemoselective Aryl Ketone Synthesis by the Reaction of Arylborate Anions with Aryl Chlorides

 Negishi, E.; Abramovitch, A.; Merrill, R. E.

 Chem. Commun. 1975, 138-139.

 

(31)   39.       A General One-Carbon Homologation of Organoboranes via ¦Á-Thioorganoborate Anions

 Negishi, E.; Yoshida, T.; Silveira, A. Jr.; Chiou, B. L.

 J. Org. Chem. 1975, 814-816.

 

(16)   40.       Organoboranes and Organoborate Anions - New Classes of Electrophiles and Nucleophiles in Organic Synthesis.

 Negishi, E.

 J. Chem. Educ. 1975, 52, 159-165.

¡¡

(40)   41.       Hydroboration.  XXXVII.  The Structural Study of the Hydroboration of Olefins with Thexylborane. A Simple

                     Synthesis of Thexylmonoalkylboranes

 Brown, H. C.; Negishi, E.; Katz, J. J.

 J. Amer. Chem. Soc. 1975, 97, 2791-2798.

 

(16)   42.       Hydroboration.  XXXVIII.  The Structural Study of the Hydroboration of Olefins with Thexylmonoalkylboranes.  A

 Convenient Route to Thexyldialkylboranes, "Mixed" Dialkyl-boranes and "Mixed" Trialkylboranes

 Brown, H. C.; Katz, J. J.; Lanes, C. F.; Negishi, E.

 J. Amer. Chem. Soc. 1975, 97, 2799-2804.

 

(49)   43.       An Intermolecular Alkyl-Transfer Reaction of Tetraalkylborate Anions with Acyl Halides.  A Novel Method for

 Moderating the Carbanion Reactivity

 Negishi, E.; Yoshida, T.; Chiu, K. W.

 J. Org. Chem. 1975, 40, 1676-1677.

 

(38)   44.       A Steroselctive Synthesis of cis-Alkenylboranes 

 Negishi, E.; Williams, R. M.; Lew, G.; Yoshida, T.

 J. Organometal. Chem., 1975, 92, C4-C6.

¡¡

(58)   45.       A Convenient Method for the Tertiary Alkyl-Alkynyl Coupling via Organoalanes

 Negishi, E.; Baba, S.

 J. Amer. Chem. Soc., 1975, 97, 7385-7387.

 

(31)   46.       Stereoselective Synthesis of ¦Â-Hydroxy Substituted trans-Alkenes by the Reaction of trans-Alkenyltrialkylaluminates

 with Epoxides

 Negishi, E.; Baba, S.; King, A. O.

 J. Chem. Soc. Chem. Commun. 1976, 17-18.

 

(10)   47.       Preparation of Secondary Alcohols by Reaction of Trialkylboranes with Bis(phenylthio)-methyllithium

 Hughes, R. J.; Pelter, A.; Smith, K.; Negishi, E.; Yoshida, T.

 Tetrahedron Lett. 1976, 87-88.

 

(79)   48.       Chemistry of Organoborates

 Negishi, E.

 J. Organometal. Chem., 1976, 108, 281-324.

 

(15)   49.       An Efficient Synthesis of Juvabione and Todomatuic Acid via Hydroboration-Carbonylation

 Negishi, E.; Sabanski, M.; Katz, J. J.; Brown, H. C.

 Tetrahedron 1976, 32, 925-926.

 

(3)    50.        An Unusually Facile Dehydroboration of Triorganoboranes Formed by Treatment of Alkenyltrialkylborates with

Hydrochloric Acid

Chiu, K. W., Negishi, E.; Plante, M. S.; Silveira, A. Jr.

Organometal. Chem. 1976, 112, C3-C6.

¡¡

(37)   51.       A Stereoselective Synthesis of Disubstituted trans-Alkenes by the Reaction of trans-Alkenyltrialkylaluminates with

Alkyl Halides and Sulfonates

Baba, S.; Van Horn, D. E.; Negishi, E.

Tetrahedron Lett. 1976, 1927-1930.

 

(23)   52.       A Novel Intermolecular Transfer Reaction ofAlkenyltrialkylborates with Aqueous Bases and its Application to the

Protonolysis of Alkenylboron Derivatives.

Negishi, E.; Chiu, K. W.

J. Org. Chem. 1976, 41, 3484-3486.

 

(29)   53.       Organoboron and Organoaluminum Compounds as Unique Nucleophiles in Organic Synthesis

Negishi, E.

"New Applications of Organometallics Reagents in Organic Synthesis," Seyferth, D., Ed., Elsevier, Amsterdam, 1976,

 93-125.

 

(62)   54.       Novel Stereoselective Alkenyl-Aryl Coupling via Nickel-Catalyzed Reaction of Alkenylalanes with Aryl Halides

Negishi, E.; Baba, S.

J. Chem. Soc. Chem. Comm. 1976, 596-597.

 

(139)  55.      A Novel Stereospecific Alkenyl-Alkenyl Cross-Coupling of a Palladium- orNickel-Catalyzed Reaction of Alkenylalanes

                     with Alkenyl Halides

Baba, S.; Negishi, E.

J. Amer. Chem. Soc. 1976, 98, 6729-6731.

 

(8)    56.        Organoborane Heterocycles via Cyclic Hydroboration of Dienes

Negishi, E.; Kulkarni, S. U.; Brown, H. C.

Heterocycles 1976, 5, 883-904.

 

(44)   57.       A Highly Efficient Chemo-, Regio-, and Stereoselective Synthesis of (7E,9E)-Dodecadien-1-yl Acetate. A Sex

Pheromone of Lobesia botrana, via A Functionalized Organoborate.

Negishi, E.; Abramovitch, A.

Tetrahedron Lett. 1977, 411-414.

 

(16)   58.       Novel Borate Anion-Assisted Cyclization.  Facile Rearrangement of 1-Cyclopropylidene-alkylboranes to

Homopropargylboranes

Merrill, R. E.; Allen, J. L.; Abramovitch, A.; Negishi, E.

Tetrahedron Lett. 1977, 1019-1022.

 

(428) 59.       Selective Carbon-Carbon Bond Formation via Transition Metal Catalysis.  3. A Highly Selective Synthesis of

Unsymmetrical Biaryls and Diarylmethanes by the Nickel- or Palladium-Catalyzed Reaction of Aryl- and Benzylzinc

Derivatives with Aryl Halides

Negishi, E.; King, A. O.; Okudado, N.

J. Org. Chem. 1977, 42, 1821-1823.

 

(125) 60.       Selective Carbon-Carbon Bond Formation via Transition Metal Catalysis.  4. A Novel Approach to Cross-Coupling

Exemplified by the Ni-Catalyzed Reaction of Alkenylzirconium Derivatives with Aryl Halides

Negishi, E.; Van Horn, D. E.

J. Am. Chem. Soc. 1977, 99, 3168-3170.

¡¡

(15)   61.       A Novel Synthesis of an ¦Ø-Alkynylorganometallic Reagent via Triple Bond Isomerizationwith with Potassium 3-

Aminopropylamide:  ¦Ø-Alkynylorganometallic Reagent via Riple Bond Isomerization with Potassium

3-Aminopropylamide:  ¦Ø-(9-Borabicycl(3.3.1) nonyl)-1-Alkynes

Brown, C. A.; Negishi, E.

J. Chem. Soc. Chem. Comm. 1977, 318-319.

 

(14)   62.       Synthesis of Secondary or Tertiary Alcohols by Reactions of Trialkylboranes with Acyl Carbanion Equivalents

Hughes, R. J.; Ncube, S.; Pelter, A.; Smith, K.; Negishi, E.; Yoshida, T.

J. Chem. Soc., Perkin I, 1977, 1172-1176.

 

(39)   63.       Boraheterocycles via Cyclic Hydroboration

Brown, H. C.; Negishi, E.

Tetrahedron 1977, 33, 2331-2357.

 

(130) 64.       Highly General Stereo-, Regio- and Chemoselective Synthesis of Terminal and Internal Conjugated Enynes by the

Pd-Catalyzed Reactions of Alkynylzinc Reagents with Alkenyl Halides

King, A. O.; Okukado, N.; Negishi, E.

J. Chem. Soc. Chem. Commun. 1977, 683-684.

 

(175) 65.       A General Synthesis of Terminal and Internal Arylalkynes by the Pd-Catalyzed Reaction of Alkynylzinc Reagents with

Aryl Halides

King, A. O; Negishi, E.; Villani, F. J., Jr.; Silveira, A., Jr.

J. Org. Chem. 1978, 43, 358-360.

 

(94)   66.       A Highly Stereo-, Regio-, and Chemoselective Synthesis of Conjugated Dienes by the Palladium-Catalyzed Reaction

of (E)-1-Alkenylzirconium Derivatives with Alkenyl Halides

Okukado, N.; Van Horn, D. E.; Klima, W. L.; Negishi, E.

Tetrahedron Lett. 1978, 1027-1030.

 

(194) 67.       Controlled Carbometallation. The Reaction of Acetylenes with Organoalane-Zirconocene Dichlorides Complexes as a

Route to Stereo- and Regio-Defined Trisubstituted Olefins

Van Horn, D. E.; Negishi, E.

J. Am. Chem. Soc. 1978, 100, 2252-2254.

 

(216) 68.       Double and Multiple Catalysis in the Cross-Coupling Reaction and Its Application to the Stereo- and Regioselective

Synthesis of Trisubstituted Olefins

Negishi, E.; Okukado, N.; King, A. O.; Van Horn, D. E.; Spiegel, B. I.

J. Am. Chem. Soc. 1978, 100, 2254-2256.

 

(45)   69.       Controlled Carbometallation.  II.  The Addition Reaction of Trimethylalane-Titanocene Dichloride with Acetylenes

Van Horn, D. E.; Valente, L. F.; Idacavage, M. J.; Negishi, E.

J. Organometal. Chem. 1978, 156, C20-C24.

 

(46)   70.       One-Step Conversion of Terminal Acetylenes into Terminally Functionalized.  (E)-3-Methyl-2-alkenes via Zirconium-

Catalyzed Carboalumination.  A Simple and Selective route to Terpenoids

Okukado, N.; Negishi, E.

Tetrahedron Lett. 1978, 2357-2360.


¡¡

(30)   71.       Scope of the Reaction of Organoborates with Organolithiums as a Method of Preparation of Lithium Organoborates. 

Stability of Lithium Organoborates

Negishi, E.; Idacavage, M. J.; Chiu, K. W.; Yoshida, T.; Abramovitch, A.; Goettel, M. E.; Silveira, A., Jr.; Bretherick,

H. D.

J. Chem. Soc., Perkin II. 1978, 1225-1232.

 

(61)   72.       Selective Carbon-Carbon Bond Formation via Transition Metal Catalysis:  Is Nickel or Palladium Better than Copper?

Negishi, E.

"Aspects of Mechanism and Organometallic Chemistry," Brewster, J. H., ed., Plenum Press, New York, 1978, 285-317.

 

(54)   73.       A Highly Selective Method for ¦Á-Alkylation of Ketones via Potassium Enoxytrialkylborates

Negishi, E.; Idacavage, M. J.; Dipasquale, F.; Silveira, A., Jr.

Tetrahedron Lett. 1979, 845-848.

 

(64)   74.       A Selective Synthesis of (E)-¦Â-Methylalkenyl Iodides via Zirconium-Catalyzed Carboalumination of Terminal 

Acetylenes. 

Negishi, E.; Van Horn, D. E.; King, A. O.; and Okukado, N.

Synthesis, 1979, 501-502.

 

(19)   75.       NMR Determination of n-Butyllithium.

Silveira, A., Jr.; Bretherick, H. D., Jr.; Negishi, E.

J. Chem. Educ. 1979, 56, 560.

 

(2)    76.        Palladium-Catalyzed Acetylene Syntheses

Negishi, E.

Preprints Petroleum Div. ACS, 1979, 24, 226-232.

 

(2)    77.        Perhydro-9b-boraphenalene and Perhydro-9b-phenalenol

Negishi, E.; Brown, H. C.

Org. Synth., 1983, 61, 103-111.

 

(432) 78.       "Organometallics in Organic Synthesis," Vol. 1, General Discussions and Organometallics of Main Group Metals in

Organic Synthesis

Negishi, E.

Wiley-Interscience, 1980, 532 pp.

 

(10)   79.       Remarkable Countercation Effect in the Reaction of Organoborates with Enolates

Idacavage, M. J.; Negishi, E.; Brown, C. A.

J. Organometal. Chem. 1980, 185, C55-C57.

 

(110)  80.       Conversion of Methyl Ketones into Terminal Acetylenes and (E)-Trisubstituted Olefins of Terpenoid Origin.

Negishi, E.; King, A. O.; Klima, W. L.; Patterson, W.; Silveira, A., Jr.

J. Org. Chem. 1980, 45, 2526-2528.

¡¡

(162)  81.      Palladium-Catalyzed Cross-Coupling Reaction of Homoallylic or Homopropargylic Organozincs with Alkenyl Halides

as a New Selective Route to 1,5-Dienes and 1,5-Enynes

Negishi, E.; Valente, L. F.; Kobayashi, M.

J. Am. Chem. Soc. 1980, 102, 3298-3299.

                      

(66)   82.       A Novel Zirconium-Catalzyed Hydroalumination of Olefins

Negishi, E.; Yoshida, T.

Tetrahedron Lett. 1980, 1501-1504.

 

(38)   83.       A Selective and Efficient Synthesis of (E)-4-Methyl-3-alken-1-ols via Zirconium Catalyzed Carboalumination of