Issue 6, 2006
From the journal:

Chemical Communications

A direct organocatalytic entry to sphingoids: asymmetric synthesis of d-arabino- and l-ribo-phytosphingosine

Dieter Enders,*a   Jiří Palečeka  and  Christoph Grondala  

* Corresponding authors

a Institut für Organische Chemie, RWTH Aachen, Landoltveg 1, 52074 Aachen, Germany
E-mail: enders@rwth-aachen.de
Fax: (+49)241 809 2127
Tel: (+49)241 809 4676

Abstract

The organocatalytic asymmetric synthesis of D-arabino- and L-ribo-phytosphingosine is described employing a diastereo- and enantioselective (S)-proline-catalyzed aldol reaction of 2,2-dimethyl-1,3-dioxan-5-one and pentadecanal as the key step.

Graphical abstract: A direct organocatalytic entry to sphingoids: asymmetric synthesis of d-arabino- and l-ribo-phytosphingosine

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Article information

DOI
https://doi.org/10.1039/B515007H
Article type
Communication
Submitted
24 Oct 2005
Accepted
05 Dec 2005
First published
03 Jan 2006

Chem. Commun., 2006, 655-657

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A direct organocatalytic entry to sphingoids: asymmetric synthesis of D-arabino- and L-ribo-phytosphingosine

D. Enders, J. Paleček and C. Grondal, Chem. Commun., 2006, 655 DOI: 10.1039/B515007H

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