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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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 and Wei-Cheng Yuan

Volume 7, Issue 3, 2010

Page: [219 - 225] Pages: 7

DOI: 10.2174/157017810791112360

Price: $65

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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