On the factors that affect the mode of cyclization of [alpha]-silyl radicals: A method for angular hydroxymethylation by the 5-exo cyclization

The steric and stereochemical factors which favor the 5-exo cyclization of a 5-substituted 2-sila-5-hexen-1-yl radical have been probed. This radical cyclization approach constitutes a highly efficient and convenient means for the stereospecfic introduction of an angular hydroxymethyl group.Peer Reviewedhttp://deepblue.lib.umich.edu/bitstream/2027.42/29782/1/0000121.pd