The synthesis of neoclovene
Abstract
Neoclovene, a product from acid-catalysed rearrangement of caryophyllene, has been synthesised in such a manner as to demonstrate the probable intermediacy of a specific carbonium ion derived from (4S,7R)-3,3,7,11-tetramethyltricyclo[5,4,0,01,4]undecan-11-ol (24) in the formation of neoclovene from caryophyllene. This work also provides additional support for the relative configuration assigned to neoclovene.