Ruthenium(II)‐Catalyzed [2+2] Cycloadditions of  anti  7‐Substituted Norbornenes | Zendy

Jordan Robert W. | Zendy; Le Marquand Paul | Zendy; Tam William | Zendy

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Ruthenium(II)‐Catalyzed [2+2] Cycloadditions of anti 7‐Substituted Norbornenes

Author(s) -

Jordan Robert W.,

Le Marquand Paul,

Tam William

Publication year - 2008

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200700706

Subject(s) - chemistry , alkyne , alkene , ruthenium , stereoselectivity , catalysis , reactivity (psychology) , medicinal chemistry , organic chemistry , medicine , alternative medicine , pathology

The ruthenium(II)‐catalyzed [2+2] cycloadditions of anti 7‐substituted 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 7‐substituted norbornenes and an alkyne revealed that the reactivity of the alkene component decreases dramatically as the alkene becomes more electron deficient.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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