O-alkenyl hydroxylamines: A new concept for cyclofunctionalization

Roderick W. Bates; Kanicha Sa-Ei

doi:10.1021/ol026701d

O-alkenyl hydroxylamines: A new concept for cyclofunctionalization

Roderick W. Bates^*, Kanicha Sa-Ei

^*Corresponding author for this work

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

47 Citations (Scopus)

Abstract

(equation presented) Treatment of O-homoallylhydroxylamines with palladium(II) and copper(II) in the presence of a base, methanol, and carbon monoxide results in the formation of isooxazolidines. An electron-withdrawing group on the hydroxylamine nitrogen is essential. When carbamate groups are used the products are formed exclusively as their cis isomers.

Original language	English
Pages (from-to)	4225-4227
Number of pages	3
Journal	Organic Letters
Volume	4
Issue number	24
DOIs	https://doi.org/10.1021/ol026701d
Publication status	Published - Nov 28 2002
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol026701d

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title = "O-alkenyl hydroxylamines: A new concept for cyclofunctionalization",

abstract = "(equation presented) Treatment of O-homoallylhydroxylamines with palladium(II) and copper(II) in the presence of a base, methanol, and carbon monoxide results in the formation of isooxazolidines. An electron-withdrawing group on the hydroxylamine nitrogen is essential. When carbamate groups are used the products are formed exclusively as their cis isomers.",

author = "Bates, {Roderick W.} and Kanicha Sa-Ei",

year = "2002",

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doi = "10.1021/ol026701d",

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AU - Sa-Ei, Kanicha

PY - 2002/11/28

Y1 - 2002/11/28

N2 - (equation presented) Treatment of O-homoallylhydroxylamines with palladium(II) and copper(II) in the presence of a base, methanol, and carbon monoxide results in the formation of isooxazolidines. An electron-withdrawing group on the hydroxylamine nitrogen is essential. When carbamate groups are used the products are formed exclusively as their cis isomers.

AB - (equation presented) Treatment of O-homoallylhydroxylamines with palladium(II) and copper(II) in the presence of a base, methanol, and carbon monoxide results in the formation of isooxazolidines. An electron-withdrawing group on the hydroxylamine nitrogen is essential. When carbamate groups are used the products are formed exclusively as their cis isomers.

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JO - Organic Letters

JF - Organic Letters

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ER -

O-alkenyl hydroxylamines: A new concept for cyclofunctionalization

Abstract

ASJC Scopus Subject Areas

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