Study on the reactivity of the alkene component in ruthenium-catalyzed [2+2] cycloadditions between an alkene and an alkyne. Part 1

Authors
Citation
Rw. Jordan et W. Tam, Study on the reactivity of the alkene component in ruthenium-catalyzed [2+2] cycloadditions between an alkene and an alkyne. Part 1, ORG LETT, 3(15), 2001, pp. 2367-2370
Citations number
38
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
15
Year of publication
2001
Pages
2367 - 2370
Database
ISI
SICI code
1523-7060(20010726)3:15<2367:SOTROT>2.0.ZU;2-5
Abstract
[GRAPHICS] The ruthenium-catalyzed [2 + 2] cycloadditions of 7-substituted norbornadie nes with an alkyne have been investigated. The cycloadditions were found to be highly regio and stereoselective, giving only the anti-exo cycloadducts as the single regio and stereoisomers in good yields. The results on the r elative rate of different 7-substituted norbornadienes in the Ru catalyzed [2 + 2] cycloadditions with an alkyne indicated that the reactivity of the alkene component decreases dramatically as the alkene becomes more electron deficient.