A Highly Stereoselective Synthesis of the Functionalized (E)-Alkene Dipeptide Isostere of Trp-Val via Organocyanocopper-Lewis Acid Mediated Reaction.

M Noda, T Ibuka, H Habashita, N FUJII

文献索引：Noda, Masaki; Ibuka, Toshiro; Habashita, Hiromu; Fujii, Nobutaka Chemical and Pharmaceutical Bulletin, 1997 , vol. 45, # 8 p. 1259 - 1264

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被引用次数: 9

摘要

A stereocontrolled synthesis of the (E)-alkene dipeptide isostere of Trp-Val is described. The stereospecific α-alkylation of the δ-amino-γ-mesyloxy-α, β-unsaturated ester via the organocyanocopper-Lewis acid mediated reaction, based on 1, 3-transfer of chirality, was successfully applied for the key step in the synthetic sequence.