Issue 11, 2004
From the journal:

Organic & Biomolecular Chemistry

A practical synthesis of d-erythro-sphingosine using a cross-metathesis approach†

Staffan Torssella  and  Peter Somfai*a  

* Corresponding authors

a Organic Chemistry, KTH Chemistry, Royal Institute of Technology, S-100 44 Stockholm, Sweden
E-mail: somfai@kth.se
Fax: +46 8 7912333
Tel: +46 8 7906960

Abstract

Starting from a vinylepoxide, a short and practical synthesis of D-erythro-sphingosine is described. The key transformations are a regioselective opening of the vinylepoxide and an E-selective cross-metathesis, affording the target molecule in 5 steps and 51% overall yield.

Graphical abstract: A practical synthesis of d-erythro-sphingosine using a cross-metathesis approach

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/B403568B
Article type
Paper
Submitted
09 Mar 2004
Accepted
26 Mar 2004
First published
20 Apr 2004

Org. Biomol. Chem., 2004,2, 1643-1646

Permissions

Request permissions

A practical synthesis of D-erythro-sphingosine using a cross-metathesis approach

S. Torssell and P. Somfai, Org. Biomol. Chem., 2004, 2, 1643 DOI: 10.1039/B403568B

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements