Copper-Catalyzed Dehydrogenative Diels-Alder Reaction

Bing Jiang; Qiu Ju Liang; Yu Han; Meng Zhao; Yun He Xu; Teck Peng Loh

doi:10.1021/acs.orglett.8b01067

Copper-Catalyzed Dehydrogenative Diels-Alder Reaction

Bing Jiang, Qiu Ju Liang, Yu Han, Meng Zhao, Yun He Xu^*, Teck Peng Loh

^*Corresponding author for this work

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

28 Citations (Scopus)

Abstract

A practical and effective copper-catalyzed dehydrogenative Diels-Alder reaction of gem-diesters and ketone with dienes has been established. The active dienophiles were generated in situ via a radical-based dehydrogenation process, which reacted with a wide variety of dienes to afford various polysubstituted cyclohexene derivatives in good to excellent yields.

Original language	English
Pages (from-to)	3215-3219
Number of pages	5
Journal	Organic Letters
Volume	20
Issue number	11
DOIs	https://doi.org/10.1021/acs.orglett.8b01067
Publication status	Published - Jun 1 2018
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2018 American Chemical Society.

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.8b01067

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author = "Bing Jiang and Liang, {Qiu Ju} and Yu Han and Meng Zhao and Xu, {Yun He} and Loh, {Teck Peng}",

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AU - Jiang, Bing

AU - Liang, Qiu Ju

AU - Han, Yu

AU - Zhao, Meng

AU - Xu, Yun He

AU - Loh, Teck Peng

PY - 2018/6/1

Y1 - 2018/6/1

N2 - A practical and effective copper-catalyzed dehydrogenative Diels-Alder reaction of gem-diesters and ketone with dienes has been established. The active dienophiles were generated in situ via a radical-based dehydrogenation process, which reacted with a wide variety of dienes to afford various polysubstituted cyclohexene derivatives in good to excellent yields.

AB - A practical and effective copper-catalyzed dehydrogenative Diels-Alder reaction of gem-diesters and ketone with dienes has been established. The active dienophiles were generated in situ via a radical-based dehydrogenation process, which reacted with a wide variety of dienes to afford various polysubstituted cyclohexene derivatives in good to excellent yields.

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Copper-Catalyzed Dehydrogenative Diels-Alder Reaction

Abstract

Bibliographical note

ASJC Scopus Subject Areas

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