Coupling of alkynylTMS derivatives with, vinylic iodides. An efficient route to 1,3-enynes and dienes

Citation
Ja. Marshall et al., Coupling of alkynylTMS derivatives with, vinylic iodides. An efficient route to 1,3-enynes and dienes, ORG LETT, 3(25), 2001, pp. 4107-4110
Citations number
23
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
25
Year of publication
2001
Pages
4107 - 4110
Database
ISI
SICI code
1523-7060(200112)3:25<4107:COADWV>2.0.ZU;2-L
Abstract
[GRAPHICS] CuCl-promoted coupling of alkynylTMS derivatives with vinyl iodides leads t o 1,3-enynes in high yield. Enynes prepared! from homopropargylic alcohols undergo intramolecular hydrosilylation and subsequent silyl cleavage with T BAF to afford 1,3-dienes.