A general and concise asymmetric synthesis of sphingosine, safingol and phytosphingosinesviatethered aminohydroxylation-Reference-Cited by-同舟云学术

A general and concise asymmetric synthesis of sphingosine, safingol and phytosphingosinesviatethered aminohydroxylation

Published:2010 Issue:22 Volume:8 Page:5074-5086
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Kumar Pradeep¹²³⁴,Dubey Abhishek¹²³⁴,Puranik Vedavati G.⁵²³⁴

Affiliation:

1. Division of Organic Chemistry

2. National Chemical Laboratory

3. Pune 411008

4. India

5. Center for Materials Characterization

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] andl-xylo-[2R,3S,4S]-C₁₈-phytosphingosine is described. The synthetic strategy features the Sharpless kinetic resolution and tethered aminohydroxylation as the key steps.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2010/OB/C0OB00117A

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