Enantioselective Intermolecular Heck and Reductive Heck Reactions of Aryl Triflates, Mesylates, and Tosylates Catalyzed by Nickel

Xiaolei Huang; Shenghan Teng; Yonggui Robin Chi; Wenqiang Xu; Maoping Pu; Yun Dong Wu; Jianrong Steve Zhou

doi:10.1002/anie.202011036

Enantioselective Intermolecular Heck and Reductive Heck Reactions of Aryl Triflates, Mesylates, and Tosylates Catalyzed by Nickel

Xiaolei Huang, Shenghan Teng, Yonggui Robin Chi, Wenqiang Xu, Maoping Pu, Yun Dong Wu, Jianrong Steve Zhou^*

^*Corresponding author for this work

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

40 Citations (Scopus)

Abstract

Nickel-catalyzed intermolecular Heck reaction of cycloalkenes proceeds well with aryl triflates, mesylates and tosylates in excellent enantiomeric ratios. The asymmetric reductive Heck reaction also works with a 2-cyclopentenone ketal, which is equivalent to conjugate arylation of the enone itself.

Original language	English
Pages (from-to)	2828-2832
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	60
Issue number	6
DOIs	https://doi.org/10.1002/anie.202011036
Publication status	Published - Feb 8 2021
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2020 Wiley-VCH GmbH

ASJC Scopus Subject Areas

Catalysis
General Chemistry

Keywords

aryl halides
aryl sulfonates
Heck reaction
nickel catalysis
reductive Heck reaction

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10.1002/anie.202011036

Cite this

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title = "Enantioselective Intermolecular Heck and Reductive Heck Reactions of Aryl Triflates, Mesylates, and Tosylates Catalyzed by Nickel",

abstract = "Nickel-catalyzed intermolecular Heck reaction of cycloalkenes proceeds well with aryl triflates, mesylates and tosylates in excellent enantiomeric ratios. The asymmetric reductive Heck reaction also works with a 2-cyclopentenone ketal, which is equivalent to conjugate arylation of the enone itself.",

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author = "Xiaolei Huang and Shenghan Teng and Chi, {Yonggui Robin} and Wenqiang Xu and Maoping Pu and Wu, {Yun Dong} and Zhou, {Jianrong Steve}",

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T1 - Enantioselective Intermolecular Heck and Reductive Heck Reactions of Aryl Triflates, Mesylates, and Tosylates Catalyzed by Nickel

AU - Huang, Xiaolei

AU - Teng, Shenghan

AU - Chi, Yonggui Robin

AU - Xu, Wenqiang

AU - Pu, Maoping

AU - Wu, Yun Dong

AU - Zhou, Jianrong Steve

PY - 2021/2/8

Y1 - 2021/2/8

N2 - Nickel-catalyzed intermolecular Heck reaction of cycloalkenes proceeds well with aryl triflates, mesylates and tosylates in excellent enantiomeric ratios. The asymmetric reductive Heck reaction also works with a 2-cyclopentenone ketal, which is equivalent to conjugate arylation of the enone itself.

AB - Nickel-catalyzed intermolecular Heck reaction of cycloalkenes proceeds well with aryl triflates, mesylates and tosylates in excellent enantiomeric ratios. The asymmetric reductive Heck reaction also works with a 2-cyclopentenone ketal, which is equivalent to conjugate arylation of the enone itself.

KW - aryl halides

KW - aryl sulfonates

KW - Heck reaction

KW - nickel catalysis

KW - reductive Heck reaction

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

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ER -

Enantioselective Intermolecular Heck and Reductive Heck Reactions of Aryl Triflates, Mesylates, and Tosylates Catalyzed by Nickel

Abstract

Bibliographical note

ASJC Scopus Subject Areas

Keywords

Access to Document

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