Rhodium-catalyzed asymmetric 1,4-addition of arylboron compounds generatedin situ from aryl bromides

Authors
Takaya, Y Ogasawara, M Hayashi, T
Citation
Y. Takaya et al., Rhodium-catalyzed asymmetric 1,4-addition of arylboron compounds generatedin situ from aryl bromides, TETRAHEDR L, 40(38), 1999, pp. 6957-6961
Citations number
9
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
38
Year of publication
1999
Pages
6957 - 6961
Database
ISI
SICI code
0040-4039(19990917)40:38<6957:RA1OAC>2.0.ZU;2-M
Abstract
Rhodium-catalyzed asymmetric 1,4-addition to alpha,beta-unsaturated ketones is effected by use of arylborates, generated in situ by lithiation of aryl bromides followed by treatment with trimethoxyborane, to give the correspo nding beta-aryl ketones of up to 99% ee in high yields. The addition of 1 e quiv. (to arylborate) of water is essential for high chemical yields. (C) 1 999 Elsevier Science Ltd. All rights reserved.