Stereoselective synthesis and structural variations of ethyl analogues of galbanum macrolides

Authors
Bollbuck, B Tochtermann, W
Citation
B. Bollbuck et W. Tochtermann, Stereoselective synthesis and structural variations of ethyl analogues of galbanum macrolides, TETRAHEDRON, 55(23), 1999, pp. 7209-7220
Citations number
18
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
23
Year of publication
1999
Pages
7209 - 7220
Database
ISI
SICI code
0040-4020(19990604)55:23<7209:SSASVO>2.0.ZU;2-J
Abstract
Both enantiomers of 13-pentadecanolide and 15-heptadecanolide, higher analo gues of galbanum macrolides, were prepared via ring enlargement of cyclodec anone and cyclododecanone, respectively. Conversion of the intermediate oxo lactones to methylenated ethyl galbanum macrolides by Wittig olefination s hifted the olfactory properties dramatically. (C) 1999 Elsevier Science Ltd . All rights reserved.