Applications of the Baylis–Hillman reaction 2: a simple stereoselective synthesis of (E)-and (Z)-trisubstituted alkenes

KS Pakala, KD Anagani

Index: Basavaiah, Deevi; Sarma, Pakala K. S.; Bhavani, Anagani K. D. Journal of the Chemical Society, Chemical Communications, 1994 , # 9 p. 1091 - 1092

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Citation Number: 48

Abstract

Reaction of Grignard reagents with methyl 3-acetoxy-2-methylenealkanoates produces (2E)- 2-substituted alk-2-enoates, whereas a similar reaction with 3-acetoxy-2- methylenealkanenitriles provides (2Z)-2-substituted alk-2-enenitriles in high (Z)- stereoselectivity.