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Divergent Synthesis of D-erythro-Sphingosine, L-threo-Sphingosine, and Their Regioisomers
Royal Institute of Technology, Sweden.
Royal Institute of Technology, Sweden.
2003 (English)In: Journal of Organic Chemistry, ISSN 0022-3263, E-ISSN 1520-6904, Vol. 68, no 6, 2514-2517 p.Article in journal (Refereed) Published
Abstract [en]

Starting from a vinyl epoxide, a divergent synthesis of four sphingosine isomers is described. The remaining four isomers can easily be synthesized using the same methodol. Although numerous syntheses of sphingosine have been published, this is the first general route leading to all eight isomers in this important compd. class. The synthetic strategy relies on regioselective opening of a vinyl epoxide and a vinylaziridine in the allylic position.

Place, publisher, year, edition, pages
2003. Vol. 68, no 6, 2514-2517 p.
National Category
Organic Chemistry
Research subject
Organic Chemistry
Identifiers
URN: urn:nbn:se:su:diva-109685DOI: 10.1021/jo0268254ISI: 000181639300067OAI: oai:DiVA.org:su-109685DiVA: diva2:766461
Available from: 2014-11-27 Created: 2014-11-27 Last updated: 2017-12-05Bibliographically approved

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