Bicyclic analogues of exaltone (cyclopentadecanone) and muscone (3-methylcyclopentadecanone)

Abstract

A series of unsubstituted and 3-methyl-substituted bicyclo[10.3.0]pentadecan-, bicyclo[9.3.1]pentadecan-, and bicyclo[10.4.0]hexadecan-ones have been prepared from readily available precursors. The bridging bond(s) of these ketones ensure that the preferred conformations of these compounds differ from the conformations likely to be adopted by exaltone and muscone. The odours of these bicyclic ketones are briefly discussed.