DIRECTED REGIOSELECTIVE NI-CATALYZED ALKYLATION AND HYDRIDE ADDITION OF ALLYLIC ETHERS - A REMARKABLE TURNOVER IN REGIOSELECTIVITY

Authors
MORKEN JP DIDIUK MT HOVEYDA AH
Citation
Jp. Morken et al., DIRECTED REGIOSELECTIVE NI-CATALYZED ALKYLATION AND HYDRIDE ADDITION OF ALLYLIC ETHERS - A REMARKABLE TURNOVER IN REGIOSELECTIVITY, Tetrahedron letters, 37(21), 1996, pp. 3613-3616
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
21
Year of publication
1996
Pages
3613 - 3616
Database
ISI
SICI code
0040-4039(1996)37:21<3613:DRNAAH>2.0.ZU;2-K
Abstract
Various allylic ethers are reduced efficiently in the presence of Ni(P Ph(3))(2)Cl-2 (5 mol%) and EtMgCl (5 equiv) with excellent regioselect ivity (>99:1). The sense of regiochemical control in these reactions i s opposite to that observed in Ni-catalyzed alkylations of the same su bstrates. A mechanistic working model that accounts for the observed l evels and trends in selectivity is presented. Copyright (C) 1996 Publi shed by Elsevier Science Ltd.