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

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

14 Scopus citations

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
State	Published - 5 Jun 2015
Externally published	Yes

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10.1021/acs.orglett.5b01151

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

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.",

author = "Xiang Zhang and Min Wang and Ran Ding and Xu, {Yun He} and Loh, {Teck Peng}",

note = "Publisher Copyright: {\textcopyright} 2015 American Chemical Society.",

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doi = "10.1021/acs.orglett.5b01151",

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T1 - Highly enantioselective and anti -diastereoselective catalytic intermolecular glyoxylate-ene reactions

T2 - Effect of the geometrical isomers of alkenes

AU - Zhang, Xiang

AU - Wang, Min

AU - Ding, Ran

AU - Xu, Yun He

AU - Loh, Teck Peng

PY - 2015/6/5

Y1 - 2015/6/5

N2 - 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.

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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U2 - 10.1021/acs.orglett.5b01151

DO - 10.1021/acs.orglett.5b01151

M3 - 文章

C2 - 25965690

AN - SCOPUS:84930942403

SN - 1523-7060

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JO - Organic Letters

JF - Organic Letters

IS - 11

ER -

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

Abstract

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