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Organocatalytic asymmetric synthesis of chiral fluorinated quaternary carbon containing β-ketoesters

Chemical CommunicationsPublished 1 January 2009
Hao Li, Shilei Zhang, Chenguang Yu, Xixi Song, Wei Wang
Citations72
SJR quartileQ1
SJR score1.04
SNIP0.78

TL;DR

Organocatalytic enantioselective conjugate addition of alpha-fluoroketoesters to nitroolefins efficiently catalyzed by a cinchona alkaloid-derivative affords versatile non-enolizable ketoesters by forming two consecutive fluorinated quaternary and tertiary chiral carbon centers with excellent enantiOSElectivity.

Abstract

Organocatalytic enantioselective conjugate addition of alpha-fluoroketoesters to nitroolefins efficiently catalyzed by a cinchona alkaloid-derivative affords versatile non-enolizable ketoesters by forming two consecutive fluorinated quaternary and tertiary chiral carbon centers with excellent enantioselectivity.

Keywords

ChemistryBiochemistry, Genetics and Molecular BiologyPharmacology, Toxicology and Pharmaceutics