Gossypium cadinanes and their analogs: synthesis of lacinilene C, 2, 7-dihydroxycadalene, and their methyl ethers

…, T Shinmyozu, JP Pachlatko, TR Schafer…

Index: McCormick, John P.; Shinmyozu, Teruo; Pachlatko, J. Paul; Schafer, Tann R.; Gardner, Jeffrey W.; Stipanovic, Robert D. Journal of Organic Chemistry, 1984 , vol. 49, # 1 p. 34 - 40

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Citation Number: 16

Abstract

The approach followed for the synthesis of compounds 1-4 was designed to allow the preparation of a variety of cadinanes and to permit unambiguous confirmation of structures for which assignments were still open to question. The work can be divided into two stages: construction of 7-methoxy-a-calacorene (1 1): O a simple, representative cadinane, and the subsequent adjustment of the oxidation level and oxygenation pattern as required.