Enantioselective catalysis using planar chiral η6-arene chromium complexes:: 1,2-diols as cycloaddition catalysts

被引:20
作者
Jones, GB [1 ]
Guzel, M
Heaton, SB
机构
[1] Northeastern Univ, Dept Chem, Bioorgan & Med Chem Labs, Boston, MA 02115 USA
[2] Roche Carolina Inc, Proc Technol Dept, Florence, SC 29502 USA
关键词
D O I
10.1016/S0957-4166(00)00411-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A highly selective Diels-Alder catalyst has been prepared from a commercially available tetra-hydronaphthalene diol. Stereocontrol is greatly enhanced by introduction of a planar chiral arene chromium tricarbonyl group, achieved by face selective complexation. The factors influencing stereoselectivity with the catalyst have been investigated and delineated. Under optimal conditions, the catalyst gives >95% e.e. and 98:2 exo:endo ratio in the cycloaddition of methacrolein and cyclopentadiene. (C) 2000 Elsevier Science Ltd. All rights reserved.
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收藏
页码:4303 / 4320
页数:18
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