An Ireland-Claisen Approach to beta-Alkoxy alpha-Amino Acids
Reference:
Tellam, J. P., Kociok-Kohn, G. and Carbery, D. R., 2008. An Ireland-Claisen Approach to beta-Alkoxy alpha-Amino Acids. Organic Letters, 10 (22), pp. 5199-5202.
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Official URL:
http://dx.doi.org/10.1021/ol802169j
Abstract
A diastereoselective Ireland-Claisen approach to beta-alkoxy alpha-amino acid esters is reported. Amino acid esters of enol ethereal allylic alcohols undergo facile syn-selective [3,3]-sigmatropic rearrangement via silyl ketene acetals. Substrate synthesis, rearrangement development, stereoselectivity, and product elaboration are discussed.
Details
| Item Type | Articles |
| Creators | Tellam, J. P., Kociok-Kohn, G. and Carbery, D. R. |
| DOI | 10.1021/ol802169j |
| Departments | Faculty of Science > Chemistry |
| Refereed | Yes |
| Status | Published |
| ID Code | 12343 |
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