A solution to the cyclic aldol problem
Journal Article (Journal Article)
[formula: see text] A protocol for achieving stereoselective aldol reactions with cyclic ketones is presented. In terms of yield, the process is particularly effective when a quaternary center at the alpha-carbon of the beta-hydroxy ketone product is created. The stereochemical outcome, anti or syn, is achieved by the Lewis acid-mediated ring expansion of stereochemically homogeneous epoxides in a reaction related to the pinacol rearrangement.
Full Text
Duke Authors
Cited Authors
- Baldwin, SW; Chen, P; Nikolic, N; Weinseimer, DC
Published Date
- May 2000
Published In
Volume / Issue
- 2 / 9
Start / End Page
- 1193 - 1196
PubMed ID
- 10810705
Electronic International Standard Serial Number (EISSN)
- 1523-7052
International Standard Serial Number (ISSN)
- 1523-7060
Digital Object Identifier (DOI)
- 10.1021/ol005525a
Language
- eng