Chiral aminoalcohol NOBIN for instantaneous chirality control of racemic but tropos BIPHEP-Rh(I)-complexes:: highly enantioselective ene-type cyclization of 1,6-enynes catalyzed by the Rh(I)-complexes without use of acid

被引:17
作者
Mikami, Koichi [1 ]
Kataoka, Shohei [1 ]
Wakabayashi, Kazuki [1 ]
Aikawa, Kohsuke [1 ]
机构
[1] Tokyo Inst Technol, Dept Appl Chem, Tokyo 1528552, Japan
关键词
D O I
10.1016/j.tetlet.2006.06.179
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The tropos (chirally flexible) or atropos (chirally rigid) nature of BIPHEP-Rh complexes critically depends on amines and alcohols complexed. The BIPHEP-Rh complex with aminoalcohol NOBIN is significantly tropos and can be chirally controlled by aminoalcohol NOBIN instantaneously even at room temperature. The BIPHEP Rh/NOBIN complex thus controlled can be used as an asymmetric catalyst to give higher enantioselectivity (up to 98% ee) and yield in ene-type cyclization of 1,6-enynes without use of acid. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6361 / 6364
页数:4
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