Tetrahedron: Asymmetry

Asymmetric zinc-Reformatsky reaction of evans chiral imide with acetophenones and its application to the stereoselective synthesis of triazole antifungal agents

LT Yu, MT Ho, CY Chang, TK Yang

Index: Yu, Luo-Ting; Ho, Meng-Tsung; Chang, Ching-Yao; Yang, Teng-Kuei Tetrahedron Asymmetry, 2007 , vol. 18, # 8 p. 949 - 962

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Citation Number: 30

Abstract

The Ni (acac) 2 catalytic ZnEt2-mediated asymmetric Reformatsky-type reaction of Evans chiral imide with various acetophenones was studied. The chiral imido zinc enolate, which was formed through the metal–halogen exchange reaction of chiral α-bromopropionyl-2- oxazolidinones 2 with diethyl zinc under the catalysis of Ni (acac) 2, performed the asymmetric zinc-Reformatsky reaction with activated α-haloacetophenones 3 to give the ...