An efficient synthesis of D-erythro- and D-threo-sphingosine from D-glucose: olefin cross-metathesis approach

Vinod D Chaudhari; K S Ajish Kumar; Dilip D Dhavale

doi:10.1021/ol052320z

An efficient synthesis of D-erythro- and D-threo-sphingosine from D-glucose: olefin cross-metathesis approach

Org Lett. 2005 Dec 22;7(26):5805-7. doi: 10.1021/ol052320z.

Authors

Vinod D Chaudhari¹, K S Ajish Kumar, Dilip D Dhavale

Affiliation

¹ Department of Chemistry, Garware Research Centre, University of Pune, Pune-411 007, India.

PMID: 16354071
DOI: 10.1021/ol052320z

Abstract

[reaction: see text] The D-erythro- and D-threo-sphingosine were synthesized via E-selective olefin cross-metathesis using a D-glucose-derived building block and long-chain terminal alkene.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkenes / chemistry*
Glucose / chemistry*
Molecular Structure
Sphingosine* / analogs & derivatives
Sphingosine* / chemical synthesis
Sphingosine* / chemistry
Stereoisomerism

Substances

Alkenes
Glucose
Sphingosine