Stereoselective synthesis of conjugated trans-enynes readily convertible into conjugated cis,trans-dienes and its application to the synthesis of the pheromone bombykol

Abstract

Treatment of the borate complexes derived from bis-(1,2-dimethylpropyl)alkenylboranes and alkynyl-lithiums with iodine and sodium hydroxide produces in a highly stereoselective (> 99%) manner conjugated trans-enynes readily convertible into the corresponding cis,trans-dienes.