Simple Approach to the Highly Stereoselective Synthesis of trans-1,2-Cyclopropane Derivatives

• 来源期刊: 中国化学（英文版）
• 年，卷（期）: 2007,（8）
• 页码范围: 1187-1191
• 页数: 5页
• 语种: 英文

摘要

In the presence of KF·2H2O, furoylmethyltriphenylarsonium bromide (1a) or thienoylmethyltriphenylarsonium bromide (1b) reacted with 2-[(un)substituted benzylidene]malononitrile (2) in chloroform at room temperature to give trans-3,3-dicyano-1-furoyl-2-[(un)substituted phenyl]cyclopropane (3a) or trans-3,3-dicyano-1-thienoyl-2-[(un)substituted phenyl]cyclopropane (3b) respectively in good yield with high stereoselectivity. The structures of product 3 were confirmed by IR, MS, 1H NMR, 1H-1H COSY and microanalysis. The relative configuration of product 3 was determined by 1H-1H NOESY technique. The mechanism for the formation of product 3 was also proposed.