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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. https://resolver.caltech.edu/CaltechAUTHORS:20170726-065158217

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Abstract

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.


Item Type:Article
Related URLs:
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http://dx.doi.org/10.1021/ol0165692DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ol0165692PublisherArticle
http://pubs.acs.org/doi/suppl/10.1021/ol0165692PublisherSupporting Information
ORCID:
AuthorORCID
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
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20170726-065158217
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
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:26 Jul 2017 22:38
Last Modified:03 Oct 2019 18:19

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