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McLaren, Andrew B. and Sweeney, Joseph B. (1999) Inverted Diastereoselectivity in Asymmetric Aziridine Synthesis viaAza-Darzens Reaction of (2S)-N-Bromoacyl Camphorsultam. Organic Letters, 1 (9). pp. 1339-1341. ISSN 1523-7060
Metadata only available from this repository.Official URL: http://dx.doi.org/10.1021/ol990874u
DOI: 10.1021/ol990874u
Abstract
The aza-Darzens reaction of the chiral enolate derived from (2S)-bromoacetyl camphor sultam (1) with certain C-3-substituted N-diphenylphosphinyl imines gives mixtures of trans- and cis-aziridines. In some cases, only trans isomers are observed. A steric repulsion between the enolate halogen atom and this C-3-substituent is invoked to rationalize these observations.
| Item Type: | Article |
|---|---|
| Subjects: | Q Science > QD Chemistry |
| Schools: | School of Applied Sciences |
| Related URLs: | |
| Depositing User: | Joseph Sweeney |
| Date Deposited: | 18 Oct 2012 11:21 |
| Last Modified: | 18 Oct 2012 11:21 |
| URI: | http://eprints.hud.ac.uk/id/eprint/15295 |
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