Direct oxidation of β-aryl substituted aldehydes to α,β-unsaturated aldehydes promoted by an o-anisidine-Pd(OAc) 2 Co-catalyst

Jie Liu; Jin Zhu; Hualiang Jiang; Wei Wang; Jian Li

doi:10.1002/asia.200900238

Direct oxidation of β-aryl substituted aldehydes to α,β-unsaturated aldehydes promoted by an o-anisidine-Pd(OAc) ₂ Co-catalyst

Jie Liu, Jin Zhu, Hualiang Jiang, Wei Wang, Jian Li

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

66 Scopus citations

Abstract

An o-anisidine-Pd(OAc)₂ catalytic system for the direct co-catalytic Saegusa oxidation of β-aryl substituted aldehydes to α,β-unsaturated aldehydes has been developed. The use of o-anisidine in place of (S)-diphenylprolinol made the process more simply and cost-effective. The process not only features the use of unmodified aldehydes rather than enol silyl ethers, but also gives moderate to good yields (44-72%).

Original language	English (US)
Pages (from-to)	1712-1716
Number of pages	5
Journal	Chemistry - An Asian Journal
Volume	4
Issue number	11
DOIs	https://doi.org/10.1002/asia.200900238
State	Published - Nov 2 2009
Externally published	Yes

Keywords

Aldehydes
Anisidine
Organocatalysis
Palladium
Saegusa reaction

ASJC Scopus subject areas

General Chemistry
Biochemistry
Organic Chemistry

Access to Document

10.1002/asia.200900238

Cite this

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title = "Direct oxidation of β-aryl substituted aldehydes to α,β-unsaturated aldehydes promoted by an o-anisidine-Pd(OAc) 2 Co-catalyst",

abstract = "An o-anisidine-Pd(OAc)2 catalytic system for the direct co-catalytic Saegusa oxidation of β-aryl substituted aldehydes to α,β-unsaturated aldehydes has been developed. The use of o-anisidine in place of (S)-diphenylprolinol made the process more simply and cost-effective. The process not only features the use of unmodified aldehydes rather than enol silyl ethers, but also gives moderate to good yields (44-72\%).",

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author = "Jie Liu and Jin Zhu and Hualiang Jiang and Wei Wang and Jian Li",

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doi = "10.1002/asia.200900238",

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T1 - Direct oxidation of β-aryl substituted aldehydes to α,β-unsaturated aldehydes promoted by an o-anisidine-Pd(OAc) 2 Co-catalyst

AU - Liu, Jie

AU - Zhu, Jin

AU - Jiang, Hualiang

AU - Wang, Wei

AU - Li, Jian

PY - 2009/11/2

Y1 - 2009/11/2

N2 - An o-anisidine-Pd(OAc)2 catalytic system for the direct co-catalytic Saegusa oxidation of β-aryl substituted aldehydes to α,β-unsaturated aldehydes has been developed. The use of o-anisidine in place of (S)-diphenylprolinol made the process more simply and cost-effective. The process not only features the use of unmodified aldehydes rather than enol silyl ethers, but also gives moderate to good yields (44-72%).

AB - An o-anisidine-Pd(OAc)2 catalytic system for the direct co-catalytic Saegusa oxidation of β-aryl substituted aldehydes to α,β-unsaturated aldehydes has been developed. The use of o-anisidine in place of (S)-diphenylprolinol made the process more simply and cost-effective. The process not only features the use of unmodified aldehydes rather than enol silyl ethers, but also gives moderate to good yields (44-72%).

KW - Aldehydes

KW - Anisidine

KW - Organocatalysis

KW - Palladium

KW - Saegusa reaction

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JO - Chemistry - An Asian Journal

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