Asymmetric  Synthesis

 

Asymmetric Anti-Aldol Reaction

  (1)

A. K. Ghosh, M. Onishi; J. Am. Chem. Soc., 1996, 118,  2527.

A. K. Ghosh, S. Fidanze and C. H. Senanayake, Invited Review, Synthesis1998, 937.

  (2)

A. K. Ghosh, Jae-hun Kim, Org. Lett. 2003, 6, 1063.
 

Asymmetric Aldol Reaction with Oxyaldehydes

Ghosh, Onishi et al. Tetrahedron Lett. 1997, 38, 7171

A. K. Ghosh and A. Bischoff, Organic Letters,  2000, 2, 1573.
 

Asymmetric Catalytic Diels-Alder Reaction

A. K. Ghosh and H. Matsuda, Organic Letters 1999, 1 2157.

A. K. Ghosh, P. Mathivanan; J. Cappiello, Invited Review,Tetrahedron: Asymmetry1998, 9, 1-48.

A. K. Ghosh, H. Cho and J. Cappiello, Tetrahedron : Asymmetry, 1998, 9,  3688.

A. K. Ghosh, P. Mathivanan, J. Cappollo;  Tetrahedron: Asymmetry, 1996, 7, 2165.

Catalytic Hetero-DielsAlder Reaction

A. K. Ghosh and M. Shirai, Tetrahedron Letters  2001, 42, 6231.

A. K. Ghosh, P. Mathivanan, J. Cappollo;  Tetrahedron: Asymmetry, 1996, 7, 2165.

Development of Multicomponent reactions

       Multicomponent reactions (MCR) that provide functionalized products in a single operation are of enormous importance in Bioorganic and medicinal chemistry.  Recently, we developed a number of new and efficient methodologies for three component aldol-type reactions of enol ethers and TiCl4 promoted activation of bidentate aldehydes such as ethyl glyoxylate, pyruvates and oxyaldehydes. The overall   process resulted  in  a number of carbon-carbon  bond formations

and also created up to three contiguous chiral centers in the condensation product. Furthermore, TiCl4-promoted multi-component reactions involving N-tosyl imino ester, cyclic enol ether, and silane reagents in a single one-pot operation provided functionalized a-amino acids with multiple stereogenic centers in good to excellent yields. These works now form the basis of our current research plan to broaden the scope and utility of our new three component reactions and their applications in the synthesis of bioactive molecules.

    Ghosh, A. K.; Xu, C.; Kulkarni, S. Fanwick, P. E. Organic Letters 2006, 8, 4509-11.

    Ghosh, A. K.; Xu, C.; Kulkarni, S.Organic Letters 2005, 7, 7-10;

    Ghosh, A. K.; Kawahama, R. J. Org. Chem. .  2000, 65, 5433;

    Ghosh, A. K.; Kawahama, R.  Tetrahedron Letters,  1999, 40, 1083;

    Ghosh, A. K.; Kawahama, R.; Wink, D. Tetrahedron Letters 2000, 44, 8425;

    Ghosh, A. K.; Kawahama, R.  Tetrahedron Letters,  1999, 40, 1083.

Asymmetric Protonation

 A. K. Ghosh, W-M. Liu; J. Org. Chem. 1996, 61, 6175.

Ring-Closing Olefin metathesis

  (1)

A. K. Ghosh, J. Cappiello and D. Shin, Tetrahedron Letters1998, 8, 4651.

 (2)

A. K. Ghosh, and G. Bilcer  Tetrahedron Letters  2000, 41, 1003.

  (3)

A. K. Ghosh, Y. Wang and J. T. Kim, J. Org. Chem. 2001, 66, 8973.

A. K. Ghosh and Yong wang, J. Am. Chem. Soc. 2000, 122, 11027.