Synthesis of N,O-heterocycles by intramolecular conjugate addition of a hydroxylamine

Roderick W. Bates; Robert H. Snell; Susann Winbush

doi:10.1055/s-2008-1072650

Synthesis of N,O-heterocycles by intramolecular conjugate addition of a hydroxylamine

Roderick W. Bates, Robert H. Snell, Susann Winbush

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

20 Citations (Scopus)

Abstract

Isoxazolidines and tetrahydro-1,2-oxazines were produced by a tandem deprotection-intramolecular Michael addition of hydroxylamines. For tetrahydrooxazine formation, high stereoselectivity was observed, even when a quaternary centre was formed.

Original language	English
Pages (from-to)	1042-1044
Number of pages	3
Journal	Synlett
Issue number	7
DOIs	https://doi.org/10.1055/s-2008-1072650
Publication status	Published - Apr 17 2008
Externally published	Yes

ASJC Scopus Subject Areas

Organic Chemistry

Keywords

Hydroxylamine
Michael addition
Oxazine

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10.1055/s-2008-1072650

Cite this

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title = "Synthesis of N,O-heterocycles by intramolecular conjugate addition of a hydroxylamine",

abstract = "Isoxazolidines and tetrahydro-1,2-oxazines were produced by a tandem deprotection-intramolecular Michael addition of hydroxylamines. For tetrahydrooxazine formation, high stereoselectivity was observed, even when a quaternary centre was formed.",

keywords = "Hydroxylamine, Michael addition, Oxazine",

author = "Bates, {Roderick W.} and Snell, {Robert H.} and Susann Winbush",

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AU - Bates, Roderick W.

AU - Snell, Robert H.

AU - Winbush, Susann

PY - 2008/4/17

Y1 - 2008/4/17

N2 - Isoxazolidines and tetrahydro-1,2-oxazines were produced by a tandem deprotection-intramolecular Michael addition of hydroxylamines. For tetrahydrooxazine formation, high stereoselectivity was observed, even when a quaternary centre was formed.

AB - Isoxazolidines and tetrahydro-1,2-oxazines were produced by a tandem deprotection-intramolecular Michael addition of hydroxylamines. For tetrahydrooxazine formation, high stereoselectivity was observed, even when a quaternary centre was formed.

KW - Hydroxylamine

KW - Michael addition

KW - Oxazine

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Synthesis of N,O-heterocycles by intramolecular conjugate addition of a hydroxylamine

Abstract

ASJC Scopus Subject Areas

Keywords

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