Double Addition of Propargylzinc Reagents to Acylcyanohydrins and Cyanocarbonates

Abstract

An efficient and mild synthetic methodology of double addition of propargylzinc reagents onto acylcyanohydrins and cyanocarbonates has been developed. After optimization of reaction conditions, dipropargylic α,α-disubstituted hydroxyamides and N-Boc-protected amino alcohols have been straightforwardly prepared in good yields. The valorization of the so-obtained compounds was undertaken by cobalt-catalyzed [2+2+2] cycloaddition reactions to provide functionalized pyridine derivatives.