Development of a general, sequential, ring-closing metathesis/intramolecular cross-coupling reaction for the synthesis of polyunsaturated macrolactones

SE Denmark, JM Muhuhi

Index: Denmark, Scott E.; Muhuhi, Joseck M. Journal of the American Chemical Society, 2010 , vol. 132, # 33 p. 11768 - 11778

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Citation Number: 30

Abstract

A general strategy for the construction of macrocyclic lactones containing conjugated Z, Z-1, 3-diene subunits is described. The centerpiece of the strategy is a sequential ring-closing metathesis (RCM) that forms an unsaturated siloxane ring, followed by an intramolecular cross-coupling reaction with a pendant alkenyl iodide. A highly modular assembly of the various precursors allowed the preparation of unsaturated macrolactones containing 11-, ...