PALLADIUM-CATALYZED MULTIPLE COUPLING REACTIONS OF BETA-BROMOSTYRENE WITH NORBORNENE AND DICYCLOPENTADIENE

Authors
ALBRECHT K DEMEIJERE A
Citation
K. Albrecht et A. Demeijere, PALLADIUM-CATALYZED MULTIPLE COUPLING REACTIONS OF BETA-BROMOSTYRENE WITH NORBORNENE AND DICYCLOPENTADIENE, Chemische Berichte, 127(12), 1994, pp. 2539-2541
Citations number
29
Categorie Soggetti
Chemistry
Journal title
Chemische Berichte → ACNP
ISSN journal
00092940
Volume
127
Issue
12
Year of publication
1994
Pages
2539 - 2541
Database
ISI
SICI code
0009-2940(1994)127:12<2539:PMCROB>2.0.ZU;2-M
Abstract
(E)-beta-Bromostyrene [(E)-2] reacts with norbornene (1a) or dicyclope ntadiene (1b) in the presence of Pd(OAc)(2), K2CO3, and nBu(4)NBr in D MF to yield a mixture of the 2:1 coupling products 4 and 5, while (Z)- beta-bromostyrene [(2)-2] gives exclusively 5. Under analogous conditi ons, (Z)-3-iodoacryclic acid (6) reacts with norbornene (1a) to give t he diene 11 with an exo,exo-2,3-disubstituted norbornane skeleton.