Highly enantioselective and anti -diastereoselective catalytic intermolecular glyoxylate-ene reactions: Effect of the geometrical isomers of alkenes

Xiang Zhang; Min Wang; Ran Ding; Yun He Xu; Teck Peng Loh

doi:10.1021/acs.orglett.5b01151

Highly enantioselective and anti -diastereoselective catalytic intermolecular glyoxylate-ene reactions: Effect of the geometrical isomers of alkenes

Xiang Zhang, Min Wang, Ran Ding, Yun He Xu^*, Teck Peng Loh

^*Corresponding author for this work

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

14 Citations (Scopus)

Abstract

An efficient method for the synthesis of homoallylic alcohols with high enantioselectivities and anti-diastereoselectivities via an In(III)-catalyzed intermolecular glyoxylate-ene reaction has been developed. The geometrical isomers of alkenes were shown to have different reactivities. Only the isomers of the alkenes having a proton β-cis to the substituent reacted in this catalytic system.

Original language	English
Pages (from-to)	2736-2739
Number of pages	4
Journal	Organic Letters
Volume	17
Issue number	11
DOIs	https://doi.org/10.1021/acs.orglett.5b01151
Publication status	Published - Jun 5 2015
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2015 American Chemical Society.

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.5b01151

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AU - Wang, Min

AU - Ding, Ran

AU - Xu, Yun He

AU - Loh, Teck Peng

PY - 2015/6/5

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AB - An efficient method for the synthesis of homoallylic alcohols with high enantioselectivities and anti-diastereoselectivities via an In(III)-catalyzed intermolecular glyoxylate-ene reaction has been developed. The geometrical isomers of alkenes were shown to have different reactivities. Only the isomers of the alkenes having a proton β-cis to the substituent reacted in this catalytic system.

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Highly enantioselective and anti -diastereoselective catalytic intermolecular glyoxylate-ene reactions: Effect of the geometrical isomers of alkenes

Abstract

Bibliographical note

ASJC Scopus Subject Areas

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