STEREOSELECTIVE SYNTHESIS OF BETA-LACTONES CONTAINING ALPHA-Z-ALKOXYCARBONYLMETHYLENE CHAINS BY PALLADIUM-CATALYZED OXIDATIVE CARBONYLATIONOF TERTIARY ALPHA-HYDROXYALKYNES

Authors
GABRIELE B COSTA M SALERNO G CHIUSOLI GP
Citation
B. Gabriele et al., STEREOSELECTIVE SYNTHESIS OF BETA-LACTONES CONTAINING ALPHA-Z-ALKOXYCARBONYLMETHYLENE CHAINS BY PALLADIUM-CATALYZED OXIDATIVE CARBONYLATIONOF TERTIARY ALPHA-HYDROXYALKYNES, Journal of the Chemical Society, Chemical Communications, (12), 1994, pp. 1429-1430
Citations number
7
Categorie Soggetti
Chemistry
Journal title
Journal of the Chemical Society, Chemical Communications → ACNP
ISSN journal
00224936
Issue
12
Year of publication
1994
Pages
1429 - 1430
Database
ISI
SICI code
0022-4936(1994):12<1429:SSOBCA>2.0.ZU;2-Q
Abstract
Tertiary alpha-hydroxyalkynes undergo oxidative carbonylation in alcoh ols in the presence of catalytic amounts of Pdl(2)-Kl to give beta-lac tones derived from alkoxycarbonylation at the terminal carbon of the a lkyne and cis-carbonylation at the internal carbon, followed by carbon yl trapping by the tertiary hydroxy group.