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Biomimetic cyclization of hedycaryol derivatives. Unexpected cyclization of phenyl sulfides with methyl iodide

✍ Scribed by Mitsuaki Kodama; Kazuaki Shimada; Shô Itô

Book ID: 104241562
Publisher: Elsevier Science
Year: 1981
Tongue: French
Weight: 257 KB
Volume: 22
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)90367-3

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✦ Synopsis

Four isomeric hedycaryol phenyl sulfides, when reacted with Mel, yielded eudesmol derivatives with different stereochemistry from that of the acid cyclization products of the corresponding hedycaryols. New stereoisomers of a-and 8-eudesmols, 8-dehydroparadisiol and a defensive substance of termite were synthesized. Nephthenol phenyl sulfide yielded o 14-membered tetroene. Recently we have achieved an effective synthesis of hedycaryol, a germacrodiene, and its all possible K.L. Stevens (U.S. Agricultural Research Western Region) and Prof. R. Baker (The University of Southampton) for the respective identification of $, and 12. References and Notes 1) M.

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