Mechanistic aspects of palladium-catalyzed allylstannylation of alkynes

Authors
Shirakawa, E Yoshida, H Nakao, Y Hiyama, T
Citation
E. Shirakawa et al., Mechanistic aspects of palladium-catalyzed allylstannylation of alkynes, ORG LETT, 2(15), 2000, pp. 2209-2211
Citations number
12
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
15
Year of publication
2000
Pages
2209 - 2211
Database
ISI
SICI code
1523-7060(20000727)2:15<2209:MAOPAO>2.0.ZU;2-0
Abstract
[GRAPHICS] An alpha-methylallylstannane added to an alkyne in the presence of a pallad ium catalyst with perfect regioselectivity both in the allylic and alkynic moieties. Comparison of the reaction of isomeric butenylstannanes suggests two catalytic cycles, one of which includes a palladacyclopentene intermedi ate and beta-tin elimination pathway.