Chinese Journal of Applied Chemistry ›› 1994, Vol. 0 ›› Issue (2): 70-72.

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Chiral Copper Complexes for Asymmetric Synthesis of Cyclopropanecarboxylic Esters

Yang Zhicai, Zhang Xiaowei, Chen Liang   

  1. Department of Chemistry, East China Normal University, Shanghai 200062
  • Received:1993-03-02 Revised:1993-10-20 Published:1994-04-10 Online:1994-04-10

Abstract: Three kinds of optically active ligands were combined with copper(Ⅰ)-acetate to give 8 chiral copper complexes:d-camphor-10-sulfonic acid and its derivatives of Schiff base, hydroxypinocamphone and its derivatives of Schiff base,and bis-oxazoline. The optical yields of 2,2-diphenylcyclopropanecarboxylic ethyl ester were 5%~50e.e.. The reaction of diphenylethylene or isobutylene with menthyl diazoaceteta by chiral copper(Ⅰ) bis-oxazo-line gave an enantioselectivity of 81.5%e.e. and 95%e.e., respectively.

Key words: diazoacetate, diphenyl ethylene, isobutylene, cyclopropanation, camphorsulfonicacid, hydroxypinocamphone, bisoxazoline, chiral copper complex