| Autor: |
Ferguson ML; Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109, USA., Senecal TD, Groendyke TM, Mapp AK |
| Jazyk: |
angličtina |
| Zdroj: |
Journal of the American Chemical Society [J Am Chem Soc] 2006 Apr 12; Vol. 128 (14), pp. 4576-7. |
| DOI: |
10.1021/ja058746q |
| Abstrakt: |
Allylic phosphonium ylides are readily generated by the combination of an allylic alcohol, a carbene, and a chlorophosphite. Here we demonstrate that these intermediates undergo a thermal [3,3]-rearrangement to provide single isomers of homoallylic phosphonates in good to excellent yields. This new reaction manifold for phosphorus ylides is tolerant of a range of substitution patterns on the reactants and provides access to structurally complex intermediates for the synthesis of enzyme inhibitors, aminophosphonic acids, and natural products. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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