A new synthesis of a functionalized bicyclo[5.4.0]undecane skeleton based on a sequence involving [2 + 2] photoaddition and regioselective β-scission of alkoxyl radicals generated from the resulting cyclobutanols

Abstract

A new general synthesis of a functionalized bicyclo[5.4.0]undecane skeleton based on a regioselective β-scission of the alkoxyl radicals generated from 2-hydroxytricyclo[5.4.0.0^2,6]undecan-8-ones (prepared by [2 + 2] photoaddition of cyclic enones with the trimethylsilyl enol ethers of cyclic ketones) is described.