| Literature DB >> 26061009 |
Patrick Wisse1, Mark A R de Geus1, Gen Cross1, Adrianus M C H van den Nieuwendijk1, Eva J van Rooden1, Richard J B H N van den Berg1, Johannes M F G Aerts1, Gijsbert A van der Marel1, Jeroen D C Codée1, Herman S Overkleeft1.
Abstract
In this paper, a new synthetic route toward 6-hydroxysphingosine and α-hydroxy ceramide is described. The synthesis employs a cross-metathesis to unite a sphingosine head allylic alcohol with a long-chain fatty acid alkene that also bears an allylic alcohol group. To allow for a productive CM coupling, the sphingosine head allylic alcohol was protected with a cyclic carbonate moiety and a reactive CM catalyst system, consisting of Grubbs II catalyst and CuI, was employed.Entities:
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Year: 2015 PMID: 26061009 DOI: 10.1021/acs.joc.5b00823
Source DB: PubMed Journal: J Org Chem ISSN: 0022-3263 Impact factor: 4.354