Effect of rhodium carbenoid structure on cyclopropanation chemoselectivity

Authors
Davies, HML Panaro, SA
Citation
Hml. Davies et Sa. Panaro, Effect of rhodium carbenoid structure on cyclopropanation chemoselectivity, TETRAHEDRON, 56(28), 2000, pp. 4871-4880
Citations number
59
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
28
Year of publication
2000
Pages
4871 - 4880
Database
ISI
SICI code
0040-4020(20000707)56:28<4871:EORCSO>2.0.ZU;2-T
Abstract
Rhodium-stabilized carbenoids derived from aryldiazoacetates and vinyldiazo acetates undergo highly chemoselective intermolecular cyclopropanations, an d this selectivity has been quantified by a Hammett study. These donor/acce ptor substituted carbenoids are much more chemoselective than the tradition al carbenoids derived from alkyl diazoacetates. (C) 2000 Published by Elsev ier Science Ltd.