Copper-Catalyzed Enantioselective Cyano(Fluoro)Alkylation of Alkenes

Muhammad Israr; Haigen Xiong; Yajun Li; Hongli Bao

doi:10.1002/adsc.202000230

Copper-Catalyzed Enantioselective Cyano(Fluoro)Alkylation of Alkenes

Muhammad Israr, Haigen Xiong, Yajun Li, Hongli Bao^*

^*Corresponding author for this work

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

29 Scopus citations

Abstract

A copper-catalyzed asymmetric cyano(fluoro)alkylation reaction of alkenes is reported. A range of chiral fluoroalkyl cyanides were obtained in high yields and excellent enantiomeric excess from readily available chemicals. The method uses fluoroalkyl iodides as the fluoroalkyl source and employs mild conditions. The peroxide LPO plays a significant role in promotion of this radical asymmetric reaction. (Figure presented.).

Original language	English
Pages (from-to)	2211-2215
Number of pages	5
Journal	Advanced Synthesis and Catalysis
Volume	362
Issue number	11
DOIs	https://doi.org/10.1002/adsc.202000230
State	Published - 26 May 2020
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Keywords

Asymmetric cyanofluoroalkylation
Copper catalysis
Difunctionalization of alkenes
Radical reaction

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1002/adsc.202000230

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title = "Copper-Catalyzed Enantioselective Cyano(Fluoro)Alkylation of Alkenes",

abstract = "A copper-catalyzed asymmetric cyano(fluoro)alkylation reaction of alkenes is reported. A range of chiral fluoroalkyl cyanides were obtained in high yields and excellent enantiomeric excess from readily available chemicals. The method uses fluoroalkyl iodides as the fluoroalkyl source and employs mild conditions. The peroxide LPO plays a significant role in promotion of this radical asymmetric reaction. (Figure presented.).",

keywords = "Asymmetric cyanofluoroalkylation, Copper catalysis, Difunctionalization of alkenes, Radical reaction",

author = "Muhammad Israr and Haigen Xiong and Yajun Li and Hongli Bao",

note = "Publisher Copyright: {\textcopyright} 2020 Wiley-VCH Verlag GmbH \& Co. KGaA, Weinheim",

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doi = "10.1002/adsc.202000230",

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TY - JOUR

T1 - Copper-Catalyzed Enantioselective Cyano(Fluoro)Alkylation of Alkenes

AU - Israr, Muhammad

AU - Xiong, Haigen

AU - Li, Yajun

AU - Bao, Hongli

PY - 2020/5/26

Y1 - 2020/5/26

N2 - A copper-catalyzed asymmetric cyano(fluoro)alkylation reaction of alkenes is reported. A range of chiral fluoroalkyl cyanides were obtained in high yields and excellent enantiomeric excess from readily available chemicals. The method uses fluoroalkyl iodides as the fluoroalkyl source and employs mild conditions. The peroxide LPO plays a significant role in promotion of this radical asymmetric reaction. (Figure presented.).

AB - A copper-catalyzed asymmetric cyano(fluoro)alkylation reaction of alkenes is reported. A range of chiral fluoroalkyl cyanides were obtained in high yields and excellent enantiomeric excess from readily available chemicals. The method uses fluoroalkyl iodides as the fluoroalkyl source and employs mild conditions. The peroxide LPO plays a significant role in promotion of this radical asymmetric reaction. (Figure presented.).

KW - Asymmetric cyanofluoroalkylation

KW - Copper catalysis

KW - Difunctionalization of alkenes

KW - Radical reaction

UR - https://www.scopus.com/pages/publications/85084805627

U2 - 10.1002/adsc.202000230

DO - 10.1002/adsc.202000230

M3 - Article

AN - SCOPUS:85084805627

SN - 1615-4150

VL - 362

SP - 2211

EP - 2215

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 11

ER -

Copper-Catalyzed Enantioselective Cyano(Fluoro)Alkylation of Alkenes

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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