Synlett 2014; 25(10): 1435-1437
DOI: 10.1055/s-0033-1341276
letter
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Enantiomerically Pure α-Hydroxylated Nervonic Acid – A Chiral Pool Approach to α-Hydroxylated Unsaturated Fatty Acids

Martin Pawliczek, Jan Wallbaum, Daniel B. Werz*
  • Technische Universität Braunschweig, Institut für Organische Chemie, Hagenring 30, 38106 Braunschweig, Germany   Fax: +49(531)3915272   Email: d.werz@tu-braunschweig.de
Further Information

Publication History

Received: 04 March 2014

Accepted after revision: 31 March 2014

Publication Date:
13 May 2014 (eFirst)

Abstract

A scalable and robust synthesis to α-hydroxylated nervonic acid is presented. The chiral-pool approach starts with malic acid and employs only highly reliable reactions such as Wittig reactions, protecting group conversions, and reductions. Depending on the configuration of malic acid being used as starting material both enantiomers can be obtained.

Supporting Information

 
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