Helvetica chimica acta

A New Approach to Sesquiterpene Arenes of the 9, 11??Drimenyl Type (=[(1E, 2RS, 4aRS, 8aRS)??Octahydro??2, 5, 5, 8a??tetramethylnaphthalen??1 (2H)??ylidene] methyl …

A Bernet, K Seifert

Index: Bernet, Andreas; Seifert, Karlheinz Helvetica Chimica Acta, 2006 , vol. 89, # 4 p. 784 - 796

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Citation Number: 17

Abstract

Abstract A new reaction sequence for the synthesis of the sesquiterpene arenes (±)- wiedendiol B ((±)-1) and the siphonodictyal B derivative (±)-21 consists in the coupling of (±)- drimanoyl chloride ((±)-3) with lithiated and appropriately substituted aromatic synthons to furnish the ketones (±)-7 and (±)-17 which were reduced to the benzyl alcohols (±)-8a, b and (±)-18a, b, respectively (Schemes 5, 4, and 12). The 9, 11-double bond of the drimenes (±) ...