Semicorrin Metal Complexes as Enantioselective Catalysts. Part 1. Synthesis of chiral semicorrin ligands and general concepts

来自 Wiley

阅读量:

47

作者:

HugoFritschiUrsLeuteneggerKonstantinSiegmannAndreasPfaltzWalterKeller

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摘要:

An efficient synthesis of chiral semicorrin ligands is described (see 6–9, Schemes 2 and 3). Both enantiomers are readily obtained in enantiomerically pure form starting either from D-or L-pyroglutamic acid (1). Semicorrins of this type possess several features that make them attractive ligands for enantioselective control of metal-catalyzed reactions. Their structure is characterized by C<sub>2</sub> symmetry, a conformationally rigid ligand system, and two stereogenic centers adjacent to the coordination sphere. In a metal complex, the two substituents at the stereogenic centers shield the metal atom from two opposite directions and, therefore, are expected to have a pronounced effect on the stereochemical course of a reaction occurring in the coordination sphere. The structure of these two substituents can be easily modified in a variety of ways. A series of (semicorrinato)copper(II) complexes (see 10–14, Scheme 4) has been prepared, and in one case (14), the three-dimen

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DOI:

10.1002/hlca.19880710620

被引量:

967

年份:

1988

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来源期刊

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2010
被引量:212

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