Rational Design of Highly Diastereoselective, Organic Base-Catalyzed, Room-Temperature Michael Addition Reactions1

…, VJ Hruby, LV Meervelt, T Yamazaki

Index: Soloshonok, Vadim A.; Cai, Chaozhong; Hruby, Victor J.; Van Meervelt, Luc; Yamazaki, Takashi Journal of Organic Chemistry, 2000 , vol. 65, # 20 p. 6688 - 6696

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Citation Number: 71

Abstract

Via the rational design of a single-preferred transition state, stabilized by electron donor- acceptor-type attractive interactions, structural and geometric requirements for the corresponding starting compounds have been determined. The Ni (II) complex of the Schiff base of glycine with o-[N-α-picolylamino] acetophenone, as a nucleophilic glycine equivalent, and N-(trans-enoyl) oxazolidin-2-ones, as derivatives of an α, β-unsaturated ...