Organic & biomolecular chemistry

Stereocontrolled asymmetric synthesis of syn-E-1, 4-diol-2-enes using allyl boronates and its application in the total synthesis of solandelactone F

A Robinson, VK Aggarwal

Index: Robinson, Anna; Aggarwal, Varinder K. Organic and Biomolecular Chemistry, 2012 , vol. 10, # 9 p. 1795 - 1801

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Citation Number: 14

Abstract

The solandelactones A–H comprise a novel class of oxygenated fatty acids bearing an eight- membered lactone, transcyclopropane, and a 2-ene-1, 4-diol subunit. The relative stereochemistry of the 1, 4-diol subunit is anti in solandelactones A, C, E & G, and syn in solandelactones B, D, F & H. Having prepared one member of the solandelactones bearing anti stereochemistry (solandelactone E), we have targeted the syn series and developed ...