General and concise asymmetric synthesis of sphingosine, safingol and phytosphingosines via tethered aminohydroxylation

TitleGeneral and concise asymmetric synthesis of sphingosine, safingol and phytosphingosines via tethered aminohydroxylation
Publication TypeJournal Article
Year of Publication2010
AuthorsKumar, P, Dubey, A, Puranik, VG
JournalOrganic & Biomolecular Chemistry
Volume8
Issue22
Pagination5074-5086
Date PublishedSEP
ISSN1477-0520
Abstract

A novel, practical and efficient enantioselective synthesis of sphingoid bases, L-threo-[2S,3S]-sphinganine (safingol), L-threo-[2S,3S]-sphingosine, L-arabino-[2R,3S,4R] and L-xylo-[2R,3S,4S]-C(18)-phytosphingosine is described. The synthetic strategy features the Sharpless kinetic resolution and tethered aminohydroxylation (TA) as the key steps.

DOI10.1039/c0ob00117a
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)3.451
Divison category: 
Center for Material Characterization (CMC)
Organic Chemistry