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Catalytic Enantioselective Synthesis of Glutamic...
Journal article

Catalytic Enantioselective Synthesis of Glutamic Acid Derivatives via Tandem Conjugate Addition−Elimination of Activated Allylic Acetates under Chiral PTC Conditions

Abstract

A new, general, and practical procedure for the asymmetric synthesis of 4-alkylidenyl glutamic acid derivatives via a catalytic enantioselective tandem conjugate addition-elimination on allylic acetates under chiral phase-transfer conditions is reported. A variety of structural types of allylic acetates have been reacted with the benzophenone imine of glycine tert-butyl ester to give the products in good to excellent yields and …

Authors

Ramachandran PV; Madhi S; Bland-Berry L; Reddy MVR; O'Donnell MJ

Journal

Journal of the American Chemical Society, Vol. 127, No. 39, pp. 13450–13451

Publisher

American Chemical Society (ACS)

Publication Date

October 1, 2005

DOI

10.1021/ja052638m

ISSN

0002-7863