%0 Journal Article %J Organic & Biomolecular Chemistry %D 2010 %T General and concise asymmetric synthesis of sphingosine, safingol and phytosphingosines via tethered aminohydroxylation %A Kumar, Pradeep %A Dubey, Abhishek %A Puranik, Vedavati G. %X

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.

%B Organic & Biomolecular Chemistry %I ROYAL SOC CHEMISTRY %C THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND %V 8 %P 5074-5086 %8 SEP %G eng %N 22 %3 Foreign %4 3.451 %R 10.1039/c0ob00117a