Copper-catalyzed oxyamination of electron-deficient alkenes with N-acyloxyamines

Shichao Ren; Shengjin Song; Lu Ye; Chao Feng; Teck Peng Loh

doi:10.1039/c6cc04638j

Copper-catalyzed oxyamination of electron-deficient alkenes with N-acyloxyamines

Shichao Ren, Shengjin Song, Lu Ye, Chao Feng^*, Teck Peng Loh

^*Corresponding author for this work

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

37 Citations (Scopus)

Abstract

A Cu(i)-catalyzed direct intermolecular oxyamination of electron deficient alkenes is disclosed. This process is characterized by difunctionalization of a variety of α,β-unsaturated ketones with easily available N-acyloxyamine reagents as both amine and oxygen donors, which delivers ester derivatives of β-amino alcohols in good yields as well as with high regioselectivity. Control studies suggested the involvement of alkyl radical species on the way of product formation.

Original language	English
Pages (from-to)	10373-10376
Number of pages	4
Journal	Chemical Communications
Volume	52
Issue number	68
DOIs	https://doi.org/10.1039/c6cc04638j
Publication status	Published - 2016
Externally published	Yes

Bibliographical note

Publisher Copyright:
© The Royal Society of Chemistry 2016.

ASJC Scopus Subject Areas

Electronic, Optical and Magnetic Materials
Catalysis
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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abstract = "A Cu(i)-catalyzed direct intermolecular oxyamination of electron deficient alkenes is disclosed. This process is characterized by difunctionalization of a variety of α,β-unsaturated ketones with easily available N-acyloxyamine reagents as both amine and oxygen donors, which delivers ester derivatives of β-amino alcohols in good yields as well as with high regioselectivity. Control studies suggested the involvement of alkyl radical species on the way of product formation.",

author = "Shichao Ren and Shengjin Song and Lu Ye and Chao Feng and Loh, {Teck Peng}",

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T1 - Copper-catalyzed oxyamination of electron-deficient alkenes with N-acyloxyamines

AU - Ren, Shichao

AU - Song, Shengjin

AU - Ye, Lu

AU - Feng, Chao

AU - Loh, Teck Peng

PY - 2016

Y1 - 2016

N2 - A Cu(i)-catalyzed direct intermolecular oxyamination of electron deficient alkenes is disclosed. This process is characterized by difunctionalization of a variety of α,β-unsaturated ketones with easily available N-acyloxyamine reagents as both amine and oxygen donors, which delivers ester derivatives of β-amino alcohols in good yields as well as with high regioselectivity. Control studies suggested the involvement of alkyl radical species on the way of product formation.

AB - A Cu(i)-catalyzed direct intermolecular oxyamination of electron deficient alkenes is disclosed. This process is characterized by difunctionalization of a variety of α,β-unsaturated ketones with easily available N-acyloxyamine reagents as both amine and oxygen donors, which delivers ester derivatives of β-amino alcohols in good yields as well as with high regioselectivity. Control studies suggested the involvement of alkyl radical species on the way of product formation.

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U2 - 10.1039/c6cc04638j

DO - 10.1039/c6cc04638j

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JO - Chemical Communications

JF - Chemical Communications

IS - 68

ER -

Copper-catalyzed oxyamination of electron-deficient alkenes with N-acyloxyamines

Abstract

Bibliographical note

ASJC Scopus Subject Areas

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