A stereoselective synthesis of (+)-malyngolide via a ring-closing olefin metathesis

Authors
Carda, M Castillo, E Rodriguez, S Marco, JA
Citation
M. Carda et al., A stereoselective synthesis of (+)-malyngolide via a ring-closing olefin metathesis, TETRAHEDR L, 41(29), 2000, pp. 5511-5513
Citations number
16
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
29
Year of publication
2000
Pages
5511 - 5513
Database
ISI
SICI code
0040-4039(20000715)41:29<5511:ASSO(V>2.0.ZU;2-8
Abstract
A very short and stereoselective synthesis of the non-natural enantiomer of malyngolide from L-erythrulose is described. Key features of the synthesis are the Felkin-Anh diastereoselective allylation of a poly oxygenated keto ne and the allylation/metathesis/allylic oxidation protocol recently descri bed by our group. (C) 2000 Elsevier Science Ltd. All rights reserved.