Issue 33, 2015

Organic base-promoted enantioselective electrophilic cyanation of β-keto esters by using chiral phase-transfer catalysts

Abstract

Highly enantioselective cyanation of β-keto esters using hypervalent iodine(III) as the electrophilic cyanating reagent induced by cinchona alkaloid-based chiral quaternary ammonium salt was demonstrated. Organic bases, especially DMAP, in the chiral phase-transfer catalysis were used to obtain high ees.

Graphical abstract: Organic base-promoted enantioselective electrophilic cyanation of β-keto esters by using chiral phase-transfer catalysts

Supplementary files

Article information

Article type
Communication
Submitted
26 Jun 2015
Accepted
16 Jul 2015
First published
29 Jul 2015

Org. Biomol. Chem., 2015,13, 8812-8816

Author version available

Organic base-promoted enantioselective electrophilic cyanation of β-keto esters by using chiral phase-transfer catalysts

M. Chen, Z. Huang and Q. Zheng, Org. Biomol. Chem., 2015, 13, 8812 DOI: 10.1039/C5OB01301A

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