The Journal of organic chemistry

Efficient construction of the bicyclo [5.3. 0] decenone skeleton based on the Rh (I)-catalyzed allenic Pauson-Khand reaction

C Mukai, I Nomura, S Kitagaki

Index: Mukai, Chisato; Nomura, Izumi; Kitagaki, Shinji Journal of Organic Chemistry, 2003 , vol. 68, # 4 p. 1376 - 1385

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Citation Number: 85

Abstract

A reliable procedure for constructing a bicyclo [5.3. 0] deca-1, 7-dien-9-one ring system by rhodium-catalyzed Pauson-Khand reaction (PKR) of allenynes with a sulfonyl group has been developed. Investigation of the rhodium-catalyzed PKR on 19 examples of 1, 2- nonadien-8-yne derivatives demonstrated that (i) acceptable yields could be consistently achieved through the proper choice of the rhodium catalyst ([RhCl (CO) 2] 2 or [RhCl (CO) ...