In the present letter, the first stereoselective radical 1,5 phenyl tr
ansfer from silicon to carbon is reported. Diphenyl(trimethylsilyl)sil
yl ethers, the corresponding germylated and stannylated derivatives, a
nd also some silyl ethers derived from commercially available silicon
protecting groups were tested in this ipso substitution reaction. Dias
tereoselectivities of up to 11:1 were obtained. (C) 1998 Elsevier Scie
nce Ltd. All rights reserved.