Journal of Organic Chemistry 2012-07-20

A protocol for an asymmetric synthesis of γ-amino acids.

Leleti Rajender Reddy, Kapa Prasad, Mahavir Prashad

Index: J. Org. Chem. 77(14) , 6296-301, (2012)

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Abstract

A new and practical method for the asymmetric synthesis of γ-amino acids from β,γ-butenolides by an in situ esterification, condensation, and reduction in a one-pot procedure is described. This method is quite general for the preparation of both enantiomers of aryl or aliphatic γ-amino acids in high yields. These γ-amino-acid derivatives were also shown to be versatile synthetic intermediates for further transformations by their conversion to γ-lactams, δ-amino alcohols, and hydrolysis products in high yields with no racemization.