title: Dihydroxylation of 2-vinylaziridine: efficient synthesis of D-ribo-phytosphingosine.
abstract: An efficient and highly stereoselective synthesis of D-ribo-(2S,3S,4R)-phytosphingosine was accomplished in 62% overall yield starting from commercially available (2S)-hydroxymethylaziridine via osmium-catalyzed asymmetric dihydroxylation as a key step.
authors.affiliation: Department of Chemistry and Program of Integrated Biotechnology, Sogang University, Seoul, 121-742, Korea.
authors.forename: Hyo Jae
authors.initials: HJ
authors.lastname: Yoon
authors.forename: Yong-Woo
authors.initials: YW
authors.lastname: Kim
authors.forename: Baeck Kyoung
authors.initials: BK
authors.lastname: Lee
authors.forename: Won Koo
authors.initials: WK
authors.lastname: Lee
authors.forename: Yongeun
authors.initials: Y
authors.lastname: Kim
authors.forename: Hyun-Joon
authors.initials: HJ
authors.lastname: Ha
mesh_terms: D001388:Aziridines / Q000737:chemistry*; D002384:Catalysis; D006900:Hydroxylation; D008968:Molecular Conformation; D015394:Molecular Structure; D009992:Osmium / Q000737:chemistry; D013110:Sphingosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D001388:Aziridines; D009992:Osmium; C012491:phytosphingosine; D013110:Sphingosine