STEREOSELECTIVE PHENYL MIGRATION FROM SILICON TO CARBON

Citation
A. Studer et al., STEREOSELECTIVE PHENYL MIGRATION FROM SILICON TO CARBON, Tetrahedron letters, 39(48), 1998, pp. 8829-8832
Citations number
31
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
39
Issue
48
Year of publication
1998
Pages
8829 - 8832
Database
ISI
SICI code
0040-4039(1998)39:48<8829:SPMFST>2.0.ZU;2-Y
Abstract
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.