The Journal of Organic Chemistry

Total synthesis and stereochemistry of (+)-phyllanthocindiol

PR McGuirk, DB Collum

Index: McGuirk, Paul R.; Collum, David B. Journal of Organic Chemistry, 1984 , vol. 49, # 5 p. 843 - 852

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Citation Number: 28

Abstract

OAc H c-to Kochi oxidative decarboxylation conditions (lead tetraacetatelcupric acetatelpyridine in benzene180 0C) 15 produced terminal alkene 21 in 60% yield. 16 Minor products 22 and 23 were isolated16 in 1.9 and 9.5% yield, respectively, along with several more polar materials (<-10% combined yield). However, none of the internal double-bond isomer could be detected. Although a preference for the formation of the terminal alkene ...