Ruthenium(II)-Catalyzed [2+2] Cycloadditions of anti 7-Substituted Norbornenes
β Scribed by Robert W. Jordan; Paul Le Marquand; William Tam
- Publisher
- John Wiley and Sons
- Year
- 2008
- Tongue
- English
- Weight
- 188 KB
- Volume
- 2008
- Category
- Article
- ISSN
- 1434-193X
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β¦ Synopsis
Abstract
The ruthenium(II)βcatalyzed [2+2] cycloadditions of anti 7βsubstituted norbornenes with an alkyne were investigated. The cycloadditions were found to proceed with a high degree of stereoselectivity, giving only the exo stereoisomers in moderate to good yields using an improved protocol. Comparative rate studies between a variety of anti 7βsubstituted norbornenes and an alkyne revealed that the reactivity of the alkene component decreases dramatically as the alkene becomes more electron deficient.(Β© WileyβVCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
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## Abstract Ruβcatalyzed [2+2] cycloadditions between bicyclic alkenes and alkynyl halides were found to occur in moderate to good yields. The presence of the halide moiety greatly enhances the reactivity of the alkyne component in the cycloaddition and can be transformed into a variety of products