Organic & biomolecular chemistry

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

S Torssell, P Somfai

Index: Torssell, Staffan; Somfai, Peter Organic and Biomolecular Chemistry, 2004 , vol. 2, # 11 p. 1643 - 1646

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Citation Number: 69

Abstract

We became interested in assembling 1 by using a cross-metathesis reaction to introduce the required E-olefin moiety (Scheme 1). Such a strategy would be convenient compared to alternatives using more traditional C–C double bond forming reactions, since the required catalyst is commercially available and the metathesis usually proceeds with a low amount of byproduct formation. 13,14 The polar head group 5 should be available from epoxide 3, which, in turn, is ...

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