Isoprenylation of carbonyl compounds, esters, and alkoxyacetylenes with 2-dipropylborylmethyl-1,3-butadiene and the synthesis of ipsenol and ipsdienol

Abstract

1. 2-Dipropylborylmethyl-1,3-butadiene, the first example of allylboranes with a 1,3-diene system, was synthesized by the reaction of 2-bromomethyl-1,3-butadiene, aluminum, and alkoxy (dipropyl) borane. 2. A convenient method was developed for obtaining dienyl and polyenyl alcohols, ke-tone, and vinyl esters. The method is based on the isoprenylation of carbonyl compounds, esters, and ethoxyacetylene by means of 2-dipropylborylmethyl-1,3-butadiene.