REALIZATION OF HIGH REGIOSELECTIVITY IN THE COUPLING REACTION OF A CYCLOPENTADIENE MONOEPOXIDE EQUIVALENT AND ARYL NUCLEOPHILES

Authors
KOBAYASHI Y TAKAHISA E USMANI SB
Citation
Y. Kobayashi et al., REALIZATION OF HIGH REGIOSELECTIVITY IN THE COUPLING REACTION OF A CYCLOPENTADIENE MONOEPOXIDE EQUIVALENT AND ARYL NUCLEOPHILES, Tetrahedron letters, 39(7), 1998, pp. 597-600
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
7
Year of publication
1998
Pages
597 - 600
Database
ISI
SICI code
0040-4039(1998)39:7<597:ROHRIT>2.0.ZU;2-B
Abstract
Coupling reaction of monoacetate 2 and aryl hard nucleophiles is reali zed for the first time, which consists of the lithium arylborates as h ard nucleophiles and NiCl2(PPh3)(2) as a catalyst. More importantly, t he independent effects of t-BuCN and NaI and their synergistic functio n are discovered to increase regioselectivity furnishing trans 1,3-iso mers 6 as the major products. (C) 1998 Elsevier Science Ltd. All right s reserved.