Tetrahedron

A new method for the synthesis of 2-cyclopenten-1-one-5-carboxylic ester derivatives via Rh 2 (OAc) 4-mediated intramolecular C–H insertion reaction of 4Z-β-vinyl-α- …

G Deng, B Xu, J Wang

Index: Deng, Guisheng; Xu, Baihua; Wang, Jianbo Tetrahedron, 2005 , vol. 61, # 45 p. 10811 - 10817

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Citation Number: 14

Abstract

2-Cyclopenten-1-one-5-carboxylic ester derivatives are synthesized in a four-step-reaction sequence starting from alkynyl aldehydes via 4Z-β-vinyl-α-diazo β-ketoesters intermediate. The synthetic method for is described. When the δ substituent is an alkyl group, Rh (II)- mediated decomposition of the diazo compounds led to an intramolecular C–H insertion to afford 2-cyclopenten-1-one-5-carboxylic ester derivatives in high yields. When the δ ...