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Chem Commun (Camb). 2003 Nov 7;(21):2742-3.

A ROMP-derived, polymer-supported chiral Schrock catalyst for enantioselective ring-closing olefin metathesis.

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  • 1Institut für Analytische Chemie und Radiochemie, Universität Innsbruck, Innrain 52 a, A-6020 Innsbruck, Austria.


A permanently polymer-immobilised version of Schrock's molybdenum catalyst was realised via polymerisation of chiral 5,5'-bis(norborn-5-ene-2-ylmethyleneoxymethyl)-3,3'-di-tert-butyl-6,6'-dimethylbiphen-2,2'-diol followed by reaction with the catalyst precursor Mo(N-2,6-i-Pr2C6H3)(CHCMe2Ph)(OSO2CF3)2(CH3OCH2CH2OCH3); using this 5-, 6- and 7-membered heterocycles were synthesised via ring-closing metathesis (RCM) from (pro-)chiral substrates in high yields and ee with short reaction times; the catalyst shows low loss of molybdenum during RCM, and was easily separated and recycled.

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