Conversion of homoallylic alcohols with alkene protection to the corresponding methyl ketones

ME Jung, U Karama, R Marquez

Index: Jung, Michael E.; Karama, Usama; Marquez, Rodolfo Journal of Organic Chemistry, 1999 , vol. 64, # 2 p. 663 - 665

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Citation Number: 34

Abstract

In the course of a total synthesis of the potent cytotoxic agents tedanolide 1a and 13-deoxy- tedanolide 1b, 2 a good method was needed to carry out two specific transformations, namely, a reversible protection of the alkene of the homoallylic alcohol system 2 and the conversion of the homoallylic alcohol or ether into the methyl ketone 3.