Stereoselective synthesis of unsaturated very long chain fatty acid methylesters

Citation
J. Defretin et al., Stereoselective synthesis of unsaturated very long chain fatty acid methylesters, TETRAHEDR L, 40(21), 1999, pp. 4041-4044
Citations number
26
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
21
Year of publication
1999
Pages
4041 - 4044
Database
ISI
SICI code
0040-4039(19990521)40:21<4041:SSOUVL>2.0.ZU;2-R
Abstract
:Very long chain fatty acids are isolated from many different natural sourc es. However their unsaturated and particularly their diunsaturated derivati ves with a Delta(n,n+4) pattern are almost exclusively encountered in marin e organisms, until we found some derivatives in the botanical family of the Annonaceae. In this letter we present a very efficient synthesis of this f amily of products based on the new transition metal-catalyzed coupling reac tion between an organomagnesium reagent and a functionalized vinyl bromide. (C) 1999 Elsevier Science Ltd. All rights reserved.