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Prevention of Undesirable Isomerization during Olefin Metathesis

Hong, Soon Hyeok and Sanders, Daniel P. and Lee, Choon Woo and Grubbs, Robert H. (2005) Prevention of Undesirable Isomerization during Olefin Metathesis. Journal of the American Chemical Society, 127 (49). pp. 17160-17161. ISSN 0002-7863. doi:10.1021/ja052939w. https://resolver.caltech.edu/CaltechAUTHORS:20170512-133830357

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Abstract

1,4-Benzoquinones have been found to prevent olefin isomerization of a number of allylic ethers and long-chain aliphatic alkenes during ruthenium-catalyzed olefin metathesis reactions. Electron-deficient benzoquinones are the most effective additives for the prevention of olefin migration. This mild, inexpensive, and effective method to block olefin isomerization increases the synthetic utility of olefin metathesis via improvement of overall product yield and purity.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja052939wDOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja052939wPublisherArticle
http://pubs.acs.org/doi/suppl/10.1021/ja052939wRelated ItemSupporting Information
ORCID:
AuthorORCID
Hong, Soon Hyeok0000-0003-0605-9735
Grubbs, Robert H.0000-0002-0057-7817
Additional Information:© 2005 American Chemical Society. Received 4 May 2005. Published online 15 November 2005. Published in print 1 December 2005. We would like to thank the National Science Foundation for financial support.
Funders:
Funding AgencyGrant Number
NSFUNSPECIFIED
Issue or Number:49
DOI:10.1021/ja052939w
Record Number:CaltechAUTHORS:20170512-133830357
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20170512-133830357
Official Citation:Prevention of Undesirable Isomerization during Olefin Metathesis Soon Hyeok Hong, Daniel P. Sanders, Choon Woo Lee, and Robert H. Grubbs Journal of the American Chemical Society 2005 127 (49), 17160-17161 DOI: 10.1021/ja052939w
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:77423
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:12 May 2017 23:06
Last Modified:15 Nov 2021 17:30

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