Diphenylprolinol Silyl Ether as a Catalyst in an Enantioselective, Catalytic, Tandem Michael/Henry Reaction for the Control of Four Stereocenters

来自 Wiley

阅读量:

69

作者:

YujiroHayashiTsubasaOkanoSeijiAratakeDamienHazelard

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摘要:

A choice of three: The tandem Michael/Henry reaction of a nitroalkene and pentane-1,5-dial (generated in situ) proceeded efficiently when diphenylprolinol silyl ether was used as an organocatalyst to afford substituted nitrocyclohexanecarbaldehydes with high diastereo- and enantioselectivity (see scheme; TMS: trimethylsilyl). Isomerization under basic or acidic conditions diastereoselectively converts the product into two stereoisomers, without compromising the enantioselectivity.

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DOI:

10.1002/anie.200700909

被引量:

916

年份:

2007

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2008
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