SYNTHESIS AND OLFACTORY PROPERTIES OF NEW MACROLIDES FROM UNSATURATEDFATTY-ACIDS AND 1,OMEGA-DIOLS

Citation
L. Rodefeld et al., SYNTHESIS AND OLFACTORY PROPERTIES OF NEW MACROLIDES FROM UNSATURATEDFATTY-ACIDS AND 1,OMEGA-DIOLS, Tetrahedron, 54(20), 1998, pp. 5265-5286
Citations number
37
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
54
Issue
20
Year of publication
1998
Pages
5265 - 5286
Database
ISI
SICI code
0040-4020(1998)54:20<5265:SAOPON>2.0.ZU;2-2
Abstract
A sequence to oxo lactones 1 via Barbier-type Gilman-Van-Ess reaction, sonochemical Lemieux oxidation, one-step ether cleavage iodination an d phase transfer catalyzed cyclization is presented. Conversion of the oxo lactones 1 into methyl(en)ated macrolides 11 - 13 resulted in hig hly potent musk fragrances. (C) 1998 Elsevier Science Ltd. All rights reserved.