A PRACTICAL PROCESS FOR THE PREPARATION OF 3-DIPHENYL-1H,3H-PYRROLO[1,2-C]-[1,3,2]OXAZABOROLE BORANE - A HIGHLY ENANTIOSELECTIVE STOICHIOMETRIC AND CATALYTIC REDUCING AGENT

Authors
MATHRE DJ THOMPSON AS DOUGLAS AW HOOGSTEEN K CARROLL JD CORLEY EG GRABOWSKI EJJ
Citation
Dj. Mathre et al., A PRACTICAL PROCESS FOR THE PREPARATION OF 3-DIPHENYL-1H,3H-PYRROLO[1,2-C]-[1,3,2]OXAZABOROLE BORANE - A HIGHLY ENANTIOSELECTIVE STOICHIOMETRIC AND CATALYTIC REDUCING AGENT, Journal of organic chemistry, 58(10), 1993, pp. 2880-2888
Citations number
66
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
58
Issue
10
Year of publication
1993
Pages
2880 - 2888
Database
ISI
SICI code
0022-3263(1993)58:10<2880:APPFTP>2.0.ZU;2-Q
Abstract
A practical, large-scale process for the preparation of nyl-1H,3H-pyrr olo-[1,2-c][1,3,2]oxazaborole-borane is reported. The title compound i s a stable, free-flowing crystalline solid useful either stoichiometri cally or catalytically for the enantioselective reduction of prochiral ketones. When used stoichiometrically to reduce acetophenone the enan tioselectivity is greater-than-or-equal-to 99.8% ee.