ON THE REGIOSELECTIVITY OF COUPLING OF SUBSTITUTED ALLYL RADICALS - STERIC VERSUS FMO CONTROL

Authors
PASTO DJ LHERMINE G
Citation
Dj. Pasto et G. Lhermine, ON THE REGIOSELECTIVITY OF COUPLING OF SUBSTITUTED ALLYL RADICALS - STERIC VERSUS FMO CONTROL, Tetrahedron, 49(16), 1993, pp. 3259-3272
Citations number
11
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
49
Issue
16
Year of publication
1993
Pages
3259 - 3272
Database
ISI
SICI code
0040-4020(1993)49:16<3259:OTROCO>2.0.ZU;2-X
Abstract
The photo-induced decomposition of substituted-homoallylic 4-nitrobenz enesulfenates produces substituted allyl radicals which undergo dimeri zation and coupling with the 4-nitrobenzenethiyl radical. The regiosel ectivity of the dimerization of the allyl radicals is controlled by bo th steric and FMO properties depending on the nature of the substituen t.