Chiral Phosphoric Acid Catalyzed Diastereo- and Enantioselective 1,4- Conjugate Addition of β-Ketoesters to Nitroolefins

Author(s): Hui Zhang, Lin-Feng Cun, Xiao-Mei Zhang, Wei-Cheng Yuan.

Journal Name: Letters in Organic Chemistry

Volume 7 , Issue 3 , 2010

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Abstract:

Chiral phosphoric acid as organocatalyst for the diastereo- and enantioselectivity 1,4-conjugate addition of a variety of β-ketoesters to nitroolefins was firstly developed, providing the corresponding adducts in high yield (up to 97%) with moderate diastereoselectivities (up to 2.6:1 dr) and enantioselectivities (up to 58% ee).

Keywords: Chiral phosphoric acid, organocatalysis, asymmetric catalysis, 1,4-conjugate addition, β-ketoesters, nitroolefins

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Article Details

VOLUME: 7
ISSUE: 3
Year: 2010
Page: [219 - 225]
Pages: 7
DOI: 10.2174/157017810791112360
Price: $65

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