Published March 1, 1994
| public
Journal Article
New Syntheses of Benzobarrelenes
- Creators
- Pu, Lin
-
Grubbs, Robert H.
Abstract
New syntheses of both substituted and unsubstituted benzobarrelenes are described. Treatment of 3,5-cyclohexadiene-cis-1,2-diol with benzaldehyde dimethylacetal in the presence of a catalytic amount of p-toluenesulfonic acid gave 1,2-(benzylidenedioxy)-3,5-cyclohexadiene(2). Addition of benzynes to 2 provided 3 and 4. Treatment of 3 and 4 with excess LDA and potassium tert-butoxide afforded benzobarrelenes 1 and 5 in good yields.
Additional Information
© 1994 American Chemical Society. Received October 18, 1993. This work was supported by the Air Force Office of Scientific Research (AFOSR-88-0094). We thank Dr. Andy Muir of ICI Specialties and ICI Chemicals and Polymers, Runcorn, UK, for providing 3,5-cyclohexadiene-cis-1,2-diol.Additional details
- Eprint ID
- 85848
- Resolver ID
- CaltechAUTHORS:20180413-144110586
- AFOSR-88-0094
- Air Force Office of Scientific Research (AFOSR)
- Created
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2018-04-13Created from EPrint's datestamp field
- Updated
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2021-11-15Created from EPrint's last_modified field