Tetrahedron Letters

A formal total synthesis of crocacin C

JS Yadav, PV Reddy, L Chandraiah

Index: Yadav; Reddy, P. Venkatram; Chandraiah Tetrahedron Letters, 2007 , vol. 48, # 1 p. 145 - 148

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Citation Number: 21

Abstract

In continuation of our ongoing programme of synthesizing polyketide natural products by applying a desymmetrization strategy, we embarked on the total synthesis of crocacins. Herein, we describe the stereoconvergent synthesis of an advanced intermediate, a linear trienoate, for the synthesis of crocacin C utilizing asymmetric hydroboration, cross-metathesis and modified Julia olefination reactions. ... Acid catalyzed methanolysis of the bicyclic lactone 8 proceeded smoothly to ...