Please use this identifier to cite or link to this item: http://hdl.handle.net/10397/26179
Title: Asymmetric hydroesterification of styrene using catalysts with planar-chiral ferrocene oxazoline ligands
Authors: Wang, L
Kwok, WH
Chan, ASC
Tu, T
Hou, X
Dai, L
Issue Date: 2003
Publisher: Pergamon Press
Source: Tetrahedron : asymmetry, 2003, v. 14, no. 15, p. 2291-2295 How to cite?
Journal: Tetrahedron : asymmetry 
Abstract: Chiral P,N-ferrocene ligands, 1-diphenylphosphino-1′-[(S)-4-isopropyl-2.5-oxazolinyl]-2′-(S p)-(trimethylsilyl)-ferrocene and its diastereomer, and 1-diphenylphosphino-1′-[(S)-4-isopropyl-2.5-oxazolinyl]-2′(S p)-(diphenylphosphino)-ferrocene and its diastereomer were used in the palladium-catalyzed asymmetric hydroesterification of styrene. The role of these ligands, which contain central, axial, and planar chirality, on the stereochemical outcome was investigated. A significant effect of using CuCl 2 as a co-catalyst on the reaction was observed. Excellent regioselectivity (b/n >99:1) with low ee (28%) was obtained in the presence of CuCl 2; moderate enantioselectivity (64% ee) but low regioselectivity (b/n, 40/60) was obtained in the absence of CuCl 2.
URI: http://hdl.handle.net/10397/26179
ISSN: 0957-4166
EISSN: 1362-511X
DOI: 10.1016/S0957-4166(03)00455-5
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