The Journal of Organic Chemistry

Spirocyclic sesquiterpene synthesis via quinone methide coupling reactions. Anhydro-. beta.-rotunol

JN Marx, QR Bih

Index: Marx, John N.; Bih, Qoang-Rung Journal of Organic Chemistry, 1987 , vol. 52, # 3 p. 336 - 338

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Citation Number: 8

Abstract

A seven-step total synthesis of 1 is reported, starting with 3, 5-dimethylphenol. Formylation with Zn (CN) 2 gives 9. Mesylation of the derived alcohol 10 occurs only on the phenolic OH, to give 12. Coupling of this with the dilithium salt 15 of 2, 3-dimethylbut-3-en-2-01 gives, via