Remote substituent effects on regioselectivity in the Pauson-Khand reaction of 2-substituted norbornenes

Authors
Mayo, P Tam, W
Citation
P. Mayo et W. Tam, Remote substituent effects on regioselectivity in the Pauson-Khand reaction of 2-substituted norbornenes, TETRAHEDRON, 57(28), 2001, pp. 5943-5952
Citations number
55
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
28
Year of publication
2001
Pages
5943 - 5952
Database
ISI
SICI code
0040-4020(20010709)57:28<5943:RSEORI>2.0.ZU;2-U
Abstract
The effect of a remote substituent on the regioselectivity in the Pauson-Kh and reaction of 2-substituted norbornenes has been investigated. Moderate l evel of regioselectivity was observed and the regioselectivity increases as the electron-withdrawing power of the remote substituent increases, exo Su bstituents at C-2 of norbornenes generally gave a higher regioselectivity t han the endo substituents. (C) 2001 Elsevier Science Ltd. All rights reserv ed.