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

作者:Kumar Pradeep*; Dubey Abhishek; Puranik Vedavati G
来源:Organic and Biomolecular Chemistry, 2010, 8(22): 5074-5086.
DOI:10.1039/c0ob00117a

摘要

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.

  • 出版日期2010