A new method for the synthesis of β,γ-unsaturated amides from allylic carbonate catalyzed by palladium in the presence of carbon monoxide and amine: Studies towards the total synthesis of antillatoxin

Teck Peng Loh; Guo Qiang Cao; Zheng Yin

doi:10.1016/S0040-4039(99)00264-6

A new method for the synthesis of β,γ-unsaturated amides from allylic carbonate catalyzed by palladium in the presence of carbon monoxide and amine: Studies towards the total synthesis of antillatoxin

Teck Peng Loh^*, Guo Qiang Cao, Zheng Yin

^*Corresponding author for this work

National University of Singapore

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

16 Citations (Scopus)

Abstract

The reaction of α,β-unsaturated carbonates was carried out in DMF in the presence of PdCl₂/dppb (5 mol%), CO and L-alanine at 65 °C for 4 days to give the β,γ-unsaturated amide intermediate of antillatoxin in good yield.

Original language	English
Pages (from-to)	2649-2652
Number of pages	4
Journal	Tetrahedron Letters
Volume	40
Issue number	13
DOIs	https://doi.org/10.1016/S0040-4039(99)00264-6
Publication status	Published - Mar 26 1999
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Drug Discovery
Organic Chemistry

Keywords

Amides
Carbonylation
Palladium and compounds

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10.1016/S0040-4039(99)00264-6

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abstract = "The reaction of α,β-unsaturated carbonates was carried out in DMF in the presence of PdCl2/dppb (5 mol%), CO and L-alanine at 65 °C for 4 days to give the β,γ-unsaturated amide intermediate of antillatoxin in good yield.",

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A new method for the synthesis of β,γ-unsaturated amides from allylic carbonate catalyzed by palladium in the presence of carbon monoxide and amine: Studies towards the total synthesis of antillatoxin. / Loh, Teck Peng; Cao, Guo Qiang; Yin, Zheng.
In: Tetrahedron Letters, Vol. 40, No. 13, 26.03.1999, p. 2649-2652.

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

TY - JOUR

T1 - A new method for the synthesis of β,γ-unsaturated amides from allylic carbonate catalyzed by palladium in the presence of carbon monoxide and amine

T2 - Studies towards the total synthesis of antillatoxin

AU - Loh, Teck Peng

AU - Cao, Guo Qiang

AU - Yin, Zheng

PY - 1999/3/26

Y1 - 1999/3/26

N2 - The reaction of α,β-unsaturated carbonates was carried out in DMF in the presence of PdCl2/dppb (5 mol%), CO and L-alanine at 65 °C for 4 days to give the β,γ-unsaturated amide intermediate of antillatoxin in good yield.

AB - The reaction of α,β-unsaturated carbonates was carried out in DMF in the presence of PdCl2/dppb (5 mol%), CO and L-alanine at 65 °C for 4 days to give the β,γ-unsaturated amide intermediate of antillatoxin in good yield.

KW - Amides

KW - Carbonylation

KW - Palladium and compounds

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U2 - 10.1016/S0040-4039(99)00264-6

DO - 10.1016/S0040-4039(99)00264-6

M3 - Article

AN - SCOPUS:0033605914

SN - 0040-4039

VL - 40

SP - 2649

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 13

ER -

A new method for the synthesis of β,γ-unsaturated amides from allylic carbonate catalyzed by palladium in the presence of carbon monoxide and amine: Studies towards the total synthesis of antillatoxin

Abstract

ASJC Scopus Subject Areas

Keywords

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