Journal article
Catalytic Ring Closing Metathesis of Dienynes: Construction of Fused Bicyclic [n.m.0] Rings
Journal of organic chemistry, Vol.61(3), pp.1073-1081
01/01/1996
DOI: 10.1021/jo951648a
Abstract
Ruthenium carbene 1 (Cl2(PCy3)2Ru=CHCH=CPh2) mediates the efficient and selective conversion of acyclic dienynes to fused bicyclic [n.m.0] rings containing five-, six-, and seven-membered rings. Studies with various X-substituted acetylenes (X = H, alkyls, Ph, CO2Me, SnBu3, TMS, Cl, Br, I) suggest that the dienyne metathesis is sensitive not only to these substituents but also to the catalysts employed. Among the various metal alkylidenes examined, only the ruthenium catalyst 1 exhibited metathesis activity for a range of substrates. These observations further expand the scope of catalytic RCM for the construction of complex organic compounds.
Details
- Title: Subtitle
- Catalytic Ring Closing Metathesis of Dienynes: Construction of Fused Bicyclic [n.m.0] Rings
- Creators
- Soong-Hoon Kim - The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125William J Zuercher - The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125Ned B Bowden - The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125Robert H Grubbs - The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125
- Resource Type
- Journal article
- Publication Details
- Journal of organic chemistry, Vol.61(3), pp.1073-1081
- DOI
- 10.1021/jo951648a
- ISSN
- 0022-3263
- eISSN
- 1520-6904
- Language
- English
- Date published
- 01/01/1996
- Academic Unit
- Chemistry
- Record Identifier
- 9984216604402771
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