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Synthesis of Sedamine by Cycloisomerisation of an Allenic Hydroxylamine

ABSTRACT Isoxazolidines have been prepared in a stereoselective manner by treatment of allenic hydroxylamines with silver(I). This methodology has been used in a short synthesis of the alkaloid (+)-sedamine.

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Bibliographic Details
Published in:Synthesis (Stuttgart) 2008-04, Vol.2008 (7), p.1033-1038
Main Authors: Bates, Roderick W., Nemeth, Joseph A., Snell, Robert H.
Format: Article
Language:English
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Summary:ABSTRACT Isoxazolidines have been prepared in a stereoselective manner by treatment of allenic hydroxylamines with silver(I). This methodology has been used in a short synthesis of the alkaloid (+)-sedamine.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-2008-1066985