RCM for the construction of novel steroid-like polycyclic systems. 1. Studies on the synthesis of a PreD3-D3 transition state analogue

R García-Fandiño, MJ Aldegunde…

Index: Garcia-Fandino, Rebeca; Aldegunde, Maria Jose; Codesido, Eva M.; Castedo, Luis; Granja, Juan R. Journal of Organic Chemistry, 2005 , vol. 70, # 21 p. 8281 - 8290

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Citation Number: 22

Abstract

Natural and nonnatural polycyclic systems containing eight-membered carbocycles constitute a large class of compounds of importance in organic chemistry, biology, and medicine. Here we describe a new strategy by which complex polycyclic steroid-like systems can be constructed on the steroid CD framework, by a combination of RCM and Heck cyclizations. The method is exemplified by its application to the stereoselective synthesis ...