Photochemical SET induced 1,4-conjugate additions of silyl phosphites to cyclic enones

Authors
Sekhar, BBVS Bentrude, WG
Citation
Bbvs. Sekhar et Wg. Bentrude, Photochemical SET induced 1,4-conjugate additions of silyl phosphites to cyclic enones, TETRAHEDR L, 40(6), 1999, pp. 1087-1090
Citations number
19
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
6
Year of publication
1999
Pages
1087 - 1090
Database
ISI
SICI code
0040-4039(19990205)40:6<1087:PSI1AO>2.0.ZU;2-R
Abstract
Irradiation of cyclic enones 5-8 in the presence of Me3SiOP(OMe)(2) or Me3S iOP(OEt)(2) gives phosphonosilylation products of 1,4-conjugate addition wh ich are hydrolyzed to the phosphonoketones 11-14 in 82-92% isolated yields. An SET process in which the tripler enone accepts an electron from the sil yl phosphite is proposed to be the key initiation step in these reactions. (C) 1999 Elsevier Science Ltd. All rights reserved.