Published June 29, 2000
| public
Journal Article
Mechanistic Insights into the Factors Determining Exo−EndoSelectivity in the Lewis Acid-Catalyzed Diels−Alder Reaction of 1,3-Dienes with 2-Cycloalkenones
- Creators
- Ge, Min
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Stoltz, Brian M.
- Corey, E. J.
Abstract
We adduce evidence that the asynchronous, Lewis acid-catalyzed Diels−Alder reaction of 2-cycloalkenones with nonsimple α,β-enones can proceed via transition states in which the 1,3-diene subunit is skewed, i.e., nonplanar, with profound effects on the ratio of exo and endo addition products.
Additional Information
© 2000 American Chemical Society. Received 1 May 2000. Published online 27 May 2000. Published in print 1 June 2000. This research was assisted financially by a grant from the National Institutes of Health.Additional details
- Eprint ID
- 74464
- DOI
- 10.1021/ol0060026
- Resolver ID
- CaltechAUTHORS:20170222-101505337
- NIH
- Created
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2017-02-22Created from EPrint's datestamp field
- Updated
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2021-11-11Created from EPrint's last_modified field