2 SYNTHESES OF MANOALIDE VIA HETEROATOM-ASSISTED ALKYNE CARBOMETALLATION

Authors
BURY P HAREAU G KOCIENSKI P DHANAK D
Citation
P. Bury et al., 2 SYNTHESES OF MANOALIDE VIA HETEROATOM-ASSISTED ALKYNE CARBOMETALLATION, Tetrahedron, 50(29), 1994, pp. 8793-8808
Citations number
46
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
50
Issue
29
Year of publication
1994
Pages
8793 - 8808
Database
ISI
SICI code
0040-4020(1994)50:29<8793:2SOMVH>2.0.ZU;2-#
Abstract
Two approaches to the sesterterpenoid phospholipase A(2) inhibitors se co-manoalide (3) and manoalide (1) are described based on carbometalla tion of propargylic alcohols to generate the functionalised C6-C7 tris ubstituted alkene. Both syntheses also deploy the photooxidation of a furan in order to generate a 4-substituted-5-hydroxy-2(5H)-furanone mo iety.