Stereoselective Formal Total Synthesis of (-)-Swainsonine from Garner’s Aldehyde

Abstract A simple and facile stereoselective formal total synthesis of (-)-swainsonine has been reported starting from Garner’s L-serine derived oxazolidine aldehyde. Our synthetic strategy involves stereoselective allylation and Still olefination as key intermediary reaction steps.

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Bibliographic Details
Published in:Synthesis (Stuttgart) 2011-03, Vol.2011 (5), p.755-758
Main Authors: Murthy, Sabbavarapu Narayana, Nageswar, Yadavalli Venkata
Format: Article
Language:English
Subjects:
Chemistry
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms
Heterocyclic compounds with only one n hetero atom and condensed derivatives
Organic chemistry
Preparations and properties
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Description
Summary:Abstract A simple and facile stereoselective formal total synthesis of (-)-swainsonine has been reported starting from Garner’s L-serine derived oxazolidine aldehyde. Our synthetic strategy involves stereoselective allylation and Still olefination as key intermediary reaction steps.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0030-1258418