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標題: Chiral squaric prolinols: a new type of ligand for the asymmetric reduction of prochiral ketones by borane
作者: Zhang, J.
Zhou, H.B.
Lu, S.M.
Luo, M.M.
Xie, R.G.
Choi, M.C.K.
Zhou, Z.Y.
Chan, A.S.C.
Yang, T.K.
關鍵字: catalytic enantioselective reduction;oxazaborolidine catalysts;aromatic ketones;amino-alcohols;acid
Project: Tetrahedron-Asymmetry
期刊/報告no:: Tetrahedron-Asymmetry, Volume 12, Issue 13, Page(s) 1907-1912.
A series of chiral bifunctional squaric prolinol ligands, having N, S substituents at C(3) of the squaric ring were synthesized and applied to the asymmetric borane reduction of prochiral ketones via an in situ formed chiral boron heterocycle, affording secondary alcohols with high yields and excellent enantiomeric excesses (up to 99%). The crystal structure of 5a was obtained and the mechanism of the catalytic asymmetric reduction is also discussed. (C) 2001 Elsevier Science Ltd. All rights reserved.
ISSN: 0957-4166
DOI: 10.1016/s0957-4166(01)00333-0
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