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Synthesis of cycloalkenes via alkylidene-mediated olefin metathesis and carbonyl olefination

Fu, Gregory C. and Grubbs, Robert H. (1993) Synthesis of cycloalkenes via alkylidene-mediated olefin metathesis and carbonyl olefination. Journal of the American Chemical Society, 115 (9). pp. 3800-3801. ISSN 0002-7863. doi:10.1021/ja00062a066. https://resolver.caltech.edu/CaltechAUTHORS:20180514-160629402

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Abstract

The development of efficient methods for constructing carbocycles continues to be an important goal of synthetic organic chemistry. One extremely useful approach to the formation of unsaturated carbocycles is the intramolecular dicarbonyl coupling reaction (eq 1). Oftentimes, the substrate employed in this process is generated by oxidation of a diene or of an olefinic ketone. In this communication, we report that transition-metal alkylidenes effect the direct synthesis of unsaturated carbocycles from either of these precursors (eqs 2 and 3).


Item Type:Article
Related URLs:
URLURL TypeDescription
https://doi.org/10.1021/ja00062a066DOIArticle
https://pubs.acs.org/doi/suppl/10.1021/ja00062a066PublisherSupporting Information
ORCID:
AuthorORCID
Fu, Gregory C.0000-0002-0927-680X
Grubbs, Robert H.0000-0002-0057-7817
Additional Information:© 1993 American Chemical Society. Received January 6, 1993. Support has been provided by the National Science Foundation (postdoctoral fellowship to G.C.F.) and the National Institutes of Health. We thank David Mai for technical assistance.
Funders:
Funding AgencyGrant Number
NSF Postdoctoral FellowshipUNSPECIFIED
NIHUNSPECIFIED
Other Numbering System:
Other Numbering System NameOther Numbering System ID
Caltech Arnold and Mabel Laboratories of Chemical Synthesis8781
Issue or Number:9
DOI:10.1021/ja00062a066
Record Number:CaltechAUTHORS:20180514-160629402
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20180514-160629402
Official Citation:Synthesis of cycloalkenes via alkylidene-mediated olefin metathesis and carbonyl olefination. Gregory C. Fu and Robert H. Grubbs. Journal of the American Chemical Society 1993 115 (9), 3800-3801. DOI: 10.1021/ja00062a066
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:86400
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:18 May 2018 18:28
Last Modified:15 Nov 2021 20:38

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