Please use this identifier to cite or link to this item: http://hdl.handle.net/10397/12356
Title: H-8-MonoPhos and its application in catalytic enantioselective hydrogenation of alpha-dehydroamino acids
Authors: Zeng, Q
Liu, H
Mi, A
Jiang, YH
Li, XS
Choi, MCK
Chan, ASC
Keywords: Catalytic enantioselective hydrogenation
Dehydrohomophenylalanine
Monodentate phosphoramidite ligand
Issue Date: 2002
Publisher: Pergamon Press
Source: Tetrahedron, 2002, v. 58, no. 43, p. 8799-8803 How to cite?
Journal: Tetrahedron 
Abstract: H-8-MonoPhos, a new stable and readily soluble monodentate phosphoramidite ligand, has been facilely prepared from H-8-BINOL. The ligand achieved up to 99.9% ee and 96.7% ee in hydrogenation of dehydroalanine and dehydrohomophenylalanine in a S/C ratio of 500:1, respectively, which are among the best results to date. For dehydrophenylalanine derivatives, it gave good to excellent enantioselectivity. Some factors controlling the enantioselectivity and conversion were examined and are discussed. The interesting effects of ligand/rhodium ratio on the enantioselectivity and conversion were observed, which a mechanism was proposed to explain.
URI: http://hdl.handle.net/10397/12356
ISSN: 0040-4020
DOI: 10.1016/S0040-4020(02)01062-1
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