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Enantioselective Ruthenium-Catalyzed Ring-Closing Metathesis

Seiders, T. Jon and Ward, D. William and Grubbs, Robert H. (2001) Enantioselective Ruthenium-Catalyzed Ring-Closing Metathesis. Organic Letters, 3 (20). pp. 3225-3228. ISSN 1523-7060. doi:10.1021/ol0165692.

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The first enantioselective ruthenium olefin metathesis catalysts have been prepared, and high enantiomeric excesses (up to 90%) are observed in the desymmetrization of achiral trienes. A model consistent with the stereochemical outcome of the reactions is described and suggests side-on olefin binding and reorganization of the halide ligands.

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Grubbs, Robert H.0000-0002-0057-7817
Additional Information:© 2001 American Chemical Society. Received 13 August 2001. Published online 8 September 2001. Published in print 1 October 2001. This work was supported by the National Institutes of Health. The authors also thank Lawrence M. Henling and Dr. Michael W. Day for solving the crystal structure of complex 9, Tina Trnka and Arnab Chatterjee for supplying isopinocampheol catalyst, and Drs. Melanie Sanford and Jennifer Love for many helpful discussions.
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Issue or Number:20
Record Number:CaltechAUTHORS:20170726-065158217
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Official Citation:Enantioselective Ruthenium-Catalyzed Ring-Closing Metathesis T. Jon Seiders, D. William Ward, and Robert H. Grubbs Organic Letters 2001 3 (20), 3225-3228 DOI: 10.1021/ol0165692
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:79373
Deposited By: Ruth Sustaita
Deposited On:26 Jul 2017 22:38
Last Modified:15 Nov 2021 17:47

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