Enantioselective electrophilic cyanation of β-keto amides catalysed by a cinchona organocatalyst

Pran Gopal Karmaker; Jiashen Qiu; Di Wu; Mengmeng Reng; Zhuo Yang; Hongquan Yin; Fu Xue Chen

doi:10.1039/c7ob01782k

Enantioselective electrophilic cyanation of β-keto amides catalysed by a cinchona organocatalyst

Pran Gopal Karmaker, Jiashen Qiu, Di Wu, Mengmeng Reng, Zhuo Yang, Hongquan Yin, Fu Xue Chen^*

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Beijing Institute of Technology

Research output: Contribution to journal › Article › peer-review

7 Citations (Scopus)

Abstract

An operationally simple protocol for the enantioselective electrophilic α-cyanation of β-keto amides catalyzed by cinchona-derived catalysts has been demonstrated. The resulting products could be obtained with good to high enantioselectivities (up to 88% ee) and with excellent yields (up to 94%) by employing the mild active 4-acetylphenyl cyanate as the cationic cyano source in the catalytic asymmetric α-cyanation reaction.

Original language	English
Pages (from-to)	7753-7757
Number of pages	5
Journal	Organic and Biomolecular Chemistry
Volume	15
Issue number	37
DOIs	https://doi.org/10.1039/c7ob01782k
Publication status	Published - 2017

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abstract = "An operationally simple protocol for the enantioselective electrophilic α-cyanation of β-keto amides catalyzed by cinchona-derived catalysts has been demonstrated. The resulting products could be obtained with good to high enantioselectivities (up to 88% ee) and with excellent yields (up to 94%) by employing the mild active 4-acetylphenyl cyanate as the cationic cyano source in the catalytic asymmetric α-cyanation reaction.",

author = "Karmaker, {Pran Gopal} and Jiashen Qiu and Di Wu and Mengmeng Reng and Zhuo Yang and Hongquan Yin and Chen, {Fu Xue}",

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T1 - Enantioselective electrophilic cyanation of β-keto amides catalysed by a cinchona organocatalyst

AU - Karmaker, Pran Gopal

AU - Qiu, Jiashen

AU - Wu, Di

AU - Reng, Mengmeng

AU - Yang, Zhuo

AU - Yin, Hongquan

AU - Chen, Fu Xue

PY - 2017

Y1 - 2017

N2 - An operationally simple protocol for the enantioselective electrophilic α-cyanation of β-keto amides catalyzed by cinchona-derived catalysts has been demonstrated. The resulting products could be obtained with good to high enantioselectivities (up to 88% ee) and with excellent yields (up to 94%) by employing the mild active 4-acetylphenyl cyanate as the cationic cyano source in the catalytic asymmetric α-cyanation reaction.

AB - An operationally simple protocol for the enantioselective electrophilic α-cyanation of β-keto amides catalyzed by cinchona-derived catalysts has been demonstrated. The resulting products could be obtained with good to high enantioselectivities (up to 88% ee) and with excellent yields (up to 94%) by employing the mild active 4-acetylphenyl cyanate as the cationic cyano source in the catalytic asymmetric α-cyanation reaction.

UR - http://www.scopus.com/inward/record.url?scp=85030220465&partnerID=8YFLogxK

U2 - 10.1039/c7ob01782k

DO - 10.1039/c7ob01782k

M3 - Article

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AN - SCOPUS:85030220465

SN - 1477-0520

VL - 15

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JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 37

ER -

Enantioselective electrophilic cyanation of β-keto amides catalysed by a cinchona organocatalyst

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