Published October 17, 1997
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Journal Article
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Effects of Olefin Substitution on the Ring-Closing Metathesis of Dienes
- Creators
- Kirkland, Thomas A.
-
Grubbs, Robert H.
Abstract
Ruthenium alkylidene 1 and molybdenum alkylidene 2 have been utilized in the ring-closing metathesis (RCM) of dienes containing gem-disubstituted olefins to yield tri- and tetrasubstituted cyclic olefins. Dienes with sterically demanding and/or electron-withdrawing substituents such as Ph, CO_2Me, and ^tBu were cyclized successfully with 2, but did not cyclize with 1. Tetrasubstituted cyclic olefins could be formed with 2, but not using alkylidene 1. Dienes with allylic functional groups yielded functionalized cyclic olefins when treated with 1.
Additional Information
© 1997 American Chemical Society. Received May 13, 1997. Publication Date (Web): October 17, 1997. The authors would like to thank Dr. Soong-Hoon Kim for providing a sample of 19b for comparison, Dr. Peter Schwab for providing alkylidene 1 and Dr. Osamu Fujimura and Mr. Delwin Elder for providing alkylidene 2. We wish to thank Dr. Nathan Dallesko and Dr. Peter Kondrat for providing mass spectral data. This work was supported by the NIH.Attached Files
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- 86418
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- CaltechAUTHORS:20180515-160418674
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2018-05-18Created from EPrint's datestamp field
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2021-11-15Created from EPrint's last_modified field