Tetrahedron

Terpenes and terpene derivatives-XV.[1] Synthesis of 4, 8-dimethyl-2-(2-methyl-1-propenyl)--1-oxaspiro (4.5] dec-7-ene (“bisabolene oxide”)

B Buchmann, H Marschall-Weyerstahl, P Weyerstahl

Index: Buchmann et al. Tetrahedron, 1984 , vol. 40, p. 3393

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Citation Number: 4

Abstract

Starting from the ketones 3 and 4 the synthesis of six spiro ethers with an l-oxaspiro [4.5] decane skeleton is described. Five of them, 9a, b, 10a, 19 and 19 represent typical partial structures of the sesquiterpenoid spiro ether 1. The unambiguous synthesis of 1 shows a previous assignment of “'bisabolene oxide “'to structure 1 to be wrong.