Synthesis of two nuphar alkaloids by allenic hydroxylamine cyclisation

Roderick W. Bates; Chia Juan Lim

doi:10.1055/s-0029-1219554

Synthesis of two nuphar alkaloids by allenic hydroxylamine cyclisation

Roderick W. Bates, Chia Juan Lim

Nanyang Technological University

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

32 Citations (Scopus)

Abstract

A highly diastereoselective silver-catalysed cyclisation of a 2-substituted β-allenic hydroxylamine is reported. The resulting trans-isoxazolidine is converted into two Nuphar alkaloids by a sequence involving cross-metathesis and intramolecular reductive amination.

Original language	English
Pages (from-to)	866-868
Number of pages	3
Journal	Synlett
Issue number	6
DOIs	https://doi.org/10.1055/s-0029-1219554
Publication status	Published - 2010
Externally published	Yes

ASJC Scopus Subject Areas

Organic Chemistry

Keywords

Alkaloids
Allenes
Cyclisation
Piperidines
Silver

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10.1055/s-0029-1219554

Cite this

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title = "Synthesis of two nuphar alkaloids by allenic hydroxylamine cyclisation",

abstract = "A highly diastereoselective silver-catalysed cyclisation of a 2-substituted β-allenic hydroxylamine is reported. The resulting trans-isoxazolidine is converted into two Nuphar alkaloids by a sequence involving cross-metathesis and intramolecular reductive amination.",

keywords = "Alkaloids, Allenes, Cyclisation, Piperidines, Silver",

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year = "2010",

doi = "10.1055/s-0029-1219554",

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journal = "Synlett",

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AU - Lim, Chia Juan

PY - 2010

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AB - A highly diastereoselective silver-catalysed cyclisation of a 2-substituted β-allenic hydroxylamine is reported. The resulting trans-isoxazolidine is converted into two Nuphar alkaloids by a sequence involving cross-metathesis and intramolecular reductive amination.

KW - Alkaloids

KW - Allenes

KW - Cyclisation

KW - Piperidines

KW - Silver

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U2 - 10.1055/s-0029-1219554

DO - 10.1055/s-0029-1219554

M3 - Article

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EP - 868

JO - Synlett

JF - Synlett

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ER -

Synthesis of two nuphar alkaloids by allenic hydroxylamine cyclisation

Abstract

ASJC Scopus Subject Areas

Keywords

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