A direct amine-palladium acetate cocatalyzed saegusa oxidation reaction of unmodified aldehydes to α,β-unsaturated aldehydes

Jin Zhu; Jie Liu; Ruoqun Ma; Hexin Xie; Jian Li; Hualiang Jiang; Wei Wang

doi:10.1002/adsc.200900011

A direct amine-palladium acetate cocatalyzed saegusa oxidation reaction of unmodified aldehydes to α,β-unsaturated aldehydes

Jin Zhu, Jie Liu, Ruoqun Ma, Hexin Xie, Jian Li, Hualiang Jiang, Wei Wang

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

87 Scopus citations

Abstract

A direct preparation of synthetically useful α,β-unsaturated aldehydes from readily available aldehydes has been developed. The process is effectively cocatalyzed by an amine-palladium acetate to give rise to α,β-unsaturated aldehydes in moderate to good yields (41-62%). The reaction features the use of unmodified aldehydes rather than enol silyl ethers, which are used in a typical Saegusa oxidation reaction.

Original language	English (US)
Pages (from-to)	1229-1232
Number of pages	4
Journal	Advanced Synthesis and Catalysis
Volume	351
Issue number	9
DOIs	https://doi.org/10.1002/adsc.200900011
State	Published - Jun 2009
Externally published	Yes

Keywords

Aminocatalysis
Organocatalysis
Saegusa reaction
α,β-unsaturated aldehydes

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1002/adsc.200900011

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abstract = "A direct preparation of synthetically useful α,β-unsaturated aldehydes from readily available aldehydes has been developed. The process is effectively cocatalyzed by an amine-palladium acetate to give rise to α,β-unsaturated aldehydes in moderate to good yields (41-62%). The reaction features the use of unmodified aldehydes rather than enol silyl ethers, which are used in a typical Saegusa oxidation reaction.",

keywords = "Aminocatalysis, Organocatalysis, Saegusa reaction, α,β-unsaturated aldehydes",

author = "Jin Zhu and Jie Liu and Ruoqun Ma and Hexin Xie and Jian Li and Hualiang Jiang and Wei Wang",

year = "2009",

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T1 - A direct amine-palladium acetate cocatalyzed saegusa oxidation reaction of unmodified aldehydes to α,β-unsaturated aldehydes

AU - Zhu, Jin

AU - Liu, Jie

AU - Ma, Ruoqun

AU - Xie, Hexin

AU - Li, Jian

AU - Jiang, Hualiang

AU - Wang, Wei

PY - 2009/6

Y1 - 2009/6

N2 - A direct preparation of synthetically useful α,β-unsaturated aldehydes from readily available aldehydes has been developed. The process is effectively cocatalyzed by an amine-palladium acetate to give rise to α,β-unsaturated aldehydes in moderate to good yields (41-62%). The reaction features the use of unmodified aldehydes rather than enol silyl ethers, which are used in a typical Saegusa oxidation reaction.

AB - A direct preparation of synthetically useful α,β-unsaturated aldehydes from readily available aldehydes has been developed. The process is effectively cocatalyzed by an amine-palladium acetate to give rise to α,β-unsaturated aldehydes in moderate to good yields (41-62%). The reaction features the use of unmodified aldehydes rather than enol silyl ethers, which are used in a typical Saegusa oxidation reaction.

KW - Aminocatalysis

KW - Organocatalysis

KW - Saegusa reaction

KW - α,β-unsaturated aldehydes

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DO - 10.1002/adsc.200900011

M3 - Article

AN - SCOPUS:67549134370

SN - 1615-4150

VL - 351

SP - 1229

EP - 1232

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 9

ER -

A direct amine-palladium acetate cocatalyzed saegusa oxidation reaction of unmodified aldehydes to α,β-unsaturated aldehydes

Abstract

Keywords

ASJC Scopus subject areas

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