The Journal of Organic Chemistry

Stereochemistry of deconjugative alkylation of ester dienolates. Stereospecific total synthesis of the litsenolides

AS Kende, BH Toder

Index: Kende, Andrew S.; Toder, Bruce H. Journal of Organic Chemistry, 1982 , vol. 47, # 1 p. 163 - 167

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Citation Number: 112

Abstract

Summary: Deconjugative protonations, alkylations, and aldol condensations of the dienolates from (2)-Zalkenoates give the corresponding (E)-3-enoate products, whereas dienolates from (E)-Zenoates give mainly the (a-3-enoate products. These generalizations are exploited in stereospecific total syntheses of litsenolides A2, B2, and C2.