Recyclable fluorous cinchona alkaloid ester as a chiral promoter for asymmetric fluorination of β-ketoesters.

Beilstein J Org Chem

School of Chemical Engineering, Nanjing University of Science and Technology, Xiao Ling Wei Street, Nanjing 210094, People's Republic of China.

Published: October 2012

A fluorous cinchona alkaloid ester has been developed as a chiral promoter for the asymmetric fluorination of β-ketoesters. It has comparable reactivity and selectivity to the nonfluorous versions of cinchona alkaloids and can be easily recovered from the reaction mixture by simple fluorous solid-phase extraction (F-SPE) and used for the next round of reaction without further purification.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3458743PMC
http://dx.doi.org/10.3762/bjoc.8.138DOI Listing

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