In situ NMR study of asymmetric borane reduction reaction - an abnormal factor in the temperature effect on the bis-oxazaborolidine catalyst and the relationship between the catalyst structure and selectivity

Authors
Zhao, JK Bao, XH Liu, XM Wan, BS Han, XW Yang, CG Hang, JF Feng, Y Jiang, B
Citation
Jk. Zhao et al., In situ NMR study of asymmetric borane reduction reaction - an abnormal factor in the temperature effect on the bis-oxazaborolidine catalyst and the relationship between the catalyst structure and selectivity, TETRAHEDR-A, 11(16), 2000, pp. 3351-3359
Citations number
11
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
11
Issue
16
Year of publication
2000
Pages
3351 - 3359
Database
ISI
SICI code
0957-4166(20000825)11:16<3351:ISNSOA>2.0.ZU;2-N
Abstract
The relationship between the structure of the catalyst and the selectivity in the asymmetric borane reduction reaction of prochiral ketones is discuss ed. The variation of the catalyst itself at low temperature is observed by the in situ NMR method and the origin of the temperature effect of the reac tion is proposed. It is concluded that the amount of the effective componen t of the catalyst present has an important effect on the enantioselectivity . (C) 2000 Elsevier Science Ltd. All rights reserved.