Stereospecific 1,4-Additions of Methyl Cyanocuprate to Enol Phosphates of α,β-Epoxycyclohexanones: Application to the Total Synthesis of (+/-)-α-Multistriatin

Article abstract of DOI:10.1021/jo00339a026

A highly stereospecific synthesis of (+/-)-α-multistriatin, one of the three components of the aggregation pheromone of the European elm bark beetle, is described.The synthesis involves a new route to substituted cyclohex-2-en-1-ols via trans 1,4-addition