European Journal of Organic Chemistry

Synthesis of a Spirocyclic Seco Structure of the Principal Vetiver Odorant Khusimone

P Kraft, N Denizot

Index: Kraft, Philip; Denizot, Natacha European Journal of Organic Chemistry, 2013 , # 1 p. 49 - 58

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Citation Number: 1

Abstract

Abstract The three-dimensional structure of tricyclic compounds with a zero-bridge to one bridgehead atom is determined by the underlying spirocyclic framework.(–)-Khusimone (1), the principal odorant of vetiver oil (content up to 2%), is such a tricyclic norsesquiterpene, and dissection of the 7, 8-bond between the methylene and the gem-dimethyl unit of 1 results in a spirocycle extending over an almost identical molecular volume and shape. ...