Issue 21, 2003

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

Abstract

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.

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

Supplementary files

Article information

Article type
Communication
Submitted
10 Jun 2003
Accepted
19 Sep 2003
First published
08 Oct 2003

Chem. Commun., 2003, 2742-2743

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

R. M. Kröll, N. Schuler, S. Lubbad and M. R. Buchmeiser, Chem. Commun., 2003, 2742 DOI: 10.1039/B306427A

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