28 research outputs found
Synthesis of 6-Hydroxysphingosine and alpha-Hydroxy Ceramide Using a Cross-Metathesis Strategy
In this paper, a new synthetic route toward 6-hydroxysphingosine and alpha-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 employe
Synthesis of 6âHydroxysphingosine and αâHydroxy Ceramide Using a Cross-Metathesis Strategy
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