Novel synthesis of vinyl cyclopropane carboxylic acids: Application to the synthesis of (d,l)- and (d)-cis-chrysanthemic acid

Article abstract of DOI:10.1016/0040-4039(96)01410-4

Reaction of sulfur ylides with suitably 4-functionalized-5,5-dimethyl-2-cyclopentenones allows an efficient entry to the bicyclo[3.1.0]hexan-2-one skeleton which proved to be a valuable precursor of vinyl cyclopropane carboxylic acids. Application to the synthesis of (d,l)- and (d)-(cis)-chrysanthemic acid is described.