Catalytic and stereoselective ortho-lithiation of a ferrocene derivative.

Catalytic and stereoselective ortho-lithiation of a ferrocene derivative.
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DOI:
10.1002/anie.201303650
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发表时间:
2013-09
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通讯作者:
P. Steffen;C. Unkelbach;M. Christmann;W. Hiller;C. Strohmann
P. Steffen;C. Unkelbach;M. Christmann;W. Hiller;C. Strohmann
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作者:
P. Steffen;C. Unkelbach;M. Christmann;W. Hiller;C. Strohmann

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N,N-二甲基二茂铁甲胺(2)是Ugis胺的非手性类似物。因此,其通过邻位锂化的去对称化必须由手性助剂介导。这里存在一个主要的问题,限制了它作为前手性结构单元的应用:2的不对称锂化方法的转化率和/或立体选择性低,
N,N-Dimethylferrocenylmethylamine (2) is an inexpen-sive, achiral analogue of Ugis amine. Therefore, its desym-metrization by ortho-lithiation has to be mediated by chiralauxiliaries. Herein lies a principal problem that has limited itsuse as a prochiral building block to date: procedures for theasymmetric lithiation of 2 suffer from low conversion and/orstereoselectivities,