Anomalous Reactivity and Selectivity in the Intermolecular Diels-Alder Reactions of Multisubstituted Acyclic Dienes with Geometrical Isomers of Enals

Jia Hui Zhou; Sai Hu Cai; Yun He Xu; Teck Peng Loh

doi:10.1021/acs.orglett.6b00783

Anomalous Reactivity and Selectivity in the Intermolecular Diels-Alder Reactions of Multisubstituted Acyclic Dienes with Geometrical Isomers of Enals

Jia Hui Zhou, Sai Hu Cai, Yun He Xu, Teck Peng Loh^*

^*Corresponding author for this work

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

6 Citations (Scopus)

Abstract

A Lewis-acid catalyzed intermolecular Diels-Alder reaction between multisubstituted acyclic dienes and the E and Z isomers of α,β-enals was studied. It was found that the diene reacted selectively with the Z-isomer of the α,β-enal.

Original language	English
Pages (from-to)	2355-2358
Number of pages	4
Journal	Organic Letters
Volume	18
Issue number	10
DOIs	https://doi.org/10.1021/acs.orglett.6b00783
Publication status	Published - May 20 2016
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2016 American Chemical Society.

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "A Lewis-acid catalyzed intermolecular Diels-Alder reaction between multisubstituted acyclic dienes and the E and Z isomers of α,β-enals was studied. It was found that the diene reacted selectively with the Z-isomer of the α,β-enal.",

author = "Zhou, {Jia Hui} and Cai, {Sai Hu} and Xu, {Yun He} and Loh, {Teck Peng}",

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year = "2016",

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doi = "10.1021/acs.orglett.6b00783",

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T1 - Anomalous Reactivity and Selectivity in the Intermolecular Diels-Alder Reactions of Multisubstituted Acyclic Dienes with Geometrical Isomers of Enals

AU - Zhou, Jia Hui

AU - Cai, Sai Hu

AU - Xu, Yun He

AU - Loh, Teck Peng

PY - 2016/5/20

Y1 - 2016/5/20

N2 - A Lewis-acid catalyzed intermolecular Diels-Alder reaction between multisubstituted acyclic dienes and the E and Z isomers of α,β-enals was studied. It was found that the diene reacted selectively with the Z-isomer of the α,β-enal.

AB - A Lewis-acid catalyzed intermolecular Diels-Alder reaction between multisubstituted acyclic dienes and the E and Z isomers of α,β-enals was studied. It was found that the diene reacted selectively with the Z-isomer of the α,β-enal.

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DO - 10.1021/acs.orglett.6b00783

M3 - Article

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JO - Organic Letters

JF - Organic Letters

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ER -

Anomalous Reactivity and Selectivity in the Intermolecular Diels-Alder Reactions of Multisubstituted Acyclic Dienes with Geometrical Isomers of Enals

Abstract

Bibliographical note

ASJC Scopus Subject Areas

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