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Ring-Closing Metathesis of Functionalized Acetylene Derivatives: A New Entry into Cycloalkynes

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Fürstner,  Alois
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Seidel,  Günter
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Fürstner, A., & Seidel, G. (1998). Ring-Closing Metathesis of Functionalized Acetylene Derivatives: A New Entry into Cycloalkynes. Angewandte Chemie International Edition, 37(12), 1734-1736. doi:10.1002/(SICI)1521-3773(19980703)37:12<1734:AID-ANIE1734>3.0.CO;2-6.


Cite as: http://hdl.handle.net/11858/00-001M-0000-0024-055E-4
Abstract
A tungsten alkylidyne catalyst is the key to achieving ring-closing metatheses of diynes to form functionalized macrocycles [Eq. (a)]. Partial reduction of the cycloalkynes provides stereoselective Z-configured cycloalkenes, which are currently inaccessible by conventional alkene metathesis.