4.4 Article

A tethered aminohydroxylation route to L-arabino-[2R,3S,4R] and L-xylo-[2R,3S,4S]-C18-phytosphingosines

Journal

TETRAHEDRON LETTERS
Volume 50, Issue 26, Pages 3425-3427

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.02.173

Keywords

Sharpless asymmetric kinetic resolution; Tethered aminohydroxylation; Regioselectivity; Stereoselectivity; Phytosphingosine; Sphingolipids

Funding

  1. CSIR, New Delhi
  2. Department of Science & Technology, New Delhi [SR/S1/OC-40/2003]

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A concise and highly efficient synthesis of L-arabino-[2R,3S,4R] and L-xylo-[ 2R,3S,4S]-C-18-phytosphingosines has been achieved. The synthetic strategy features the Sharpless kinetic resolution and tethered aminohydroxylation as the key steps. (C) 2009 Elsevier Ltd, All rights reserved.

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