title: Synthesis of D-erythro-dihydrosphingosine and D-xylo-phytosphingosine from a serine-derived 1,5-dioxaspiro[3.2]hexane template.
abstract: [reaction: see text] A serine-derived 1,5-dioxaspiro[3.2]hexane template is shown to be a useful precursor for both aminodiol and aminotriol sphingoid bases by its conversion to D-erythro-dihydrosphingosine and D-xylo-phytoshingosine.
authors: Department of Chemistry, University of Connecticut, Storrs 06269-3060, USA.
authors: Albert J
authors: AJ
authors: Ndakala
authors: Mehrnoosh
authors: M
authors: Hashemzadeh
authors: Regina C
authors: RC
authors: So
authors: Amy R
authors: AR
authors: Howell
mesh_terms: D000818:Animals; D006571:Heterocyclic Compounds / Q000138:chemical synthesis*; D007166:Immunosuppressive Agents / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D011161:Porifera / Q000737:chemistry*; D012694:Serine / Q000737:chemistry*; D013110:Sphingosine / Q000031:analogs & derivatives / Q000138:chemical synthesis*; D013141:Spiro Compounds / Q000138:chemical synthesis*; D013237:Stereoisomerism; D013698:Templates, Genetic
chemical_list: C458142:1,5-dioxaspiro(3.2)hexane; D006571:Heterocyclic Compounds; D007166:Immunosuppressive Agents; D007202:Indicators and Reagents; D013141:Spiro Compounds; C458141:erythro-dihydrosphingosine; C458140:xylo-phytosphingosine; D012694:Serine; D013110:Sphingosine