Asymmetric synthesis of sphinganine and ent-clavaminol [corrected] H.
An efficient enantioselective synthesis of sphinganine and ent-clavaminol [corrected] H is reported. These sphingoid-type bases were obtained from commercially available fatty acids using highly enantioselective Ru-catalyzed hydrogenation and organocatalytic electrophilic amination reactions to create the stereogenic centers.
Ait-Youcef
Ramzi
R
Institut Lavoisier de Versailles, UMR CNRS 8180, Université de Versailles-St-Quentin-en Yvelines, 45 Avenue des Etats-Unis, 78035 Versailles Cedex, France.
Moreau
Xavier
X
Greck
Christine
C
D002384:Catalysis; D002518:Ceramides / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D021241:Spectrometry, Mass, Electrospray Ionization; D013110:Sphingosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis
D002518:Ceramides; C553735:clavaminol H; D013110:Sphingosine; C005682:safingol