GROUP-TRANSFER CARBONYLATIONS - PHOTOINDUCED ALKYLATIVE CARBONYLATIONOF ALKENES ACCOMPANIED BY PHENYLSELENENYL TRANSFER

Authors
RYU I MURAOKA H KAMBE N KOMATSU M SONODA N
Citation
I. Ryu et al., GROUP-TRANSFER CARBONYLATIONS - PHOTOINDUCED ALKYLATIVE CARBONYLATIONOF ALKENES ACCOMPANIED BY PHENYLSELENENYL TRANSFER, Journal of organic chemistry, 61(18), 1996, pp. 6396-6403
Citations number
54
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
61
Issue
18
Year of publication
1996
Pages
6396 - 6403
Database
ISI
SICI code
0022-3263(1996)61:18<6396:GC-PAC>2.0.ZU;2-V
Abstract
The photolysis of methyl alpha-(phenylseleno)acetate (Ib) and related compounds in the presence of an alkene and CO leads to acyl selenides 2 via group transfer carbonylation. The mechanism of this three-compon ent coupling reaction involves the addition of a (methoxycarbonyl)meth yl radical to an alkene, the trapping of the produced alkyl free radic al by CO, and termination of the reaction by a phenylselenenyl group t ransfer from the starting material.