Nitrogen ylide-mediated cyclopropanation of lactams and lactones |
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Authors: | Irene Suarez del Villar |
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Affiliation: | Dpto. De Química, Facultad de Farmacia, Universidad San Pablo-CEU, Boadilla del Monte, 28668-Madrid, Spain |
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Abstract: | Cyclopropanation of α,β-unsaturated δ-lactams and δ-lactones mediated by nitrogen ylides is described. The process tolerates different alkyl halides and gives efficiently bicyclo[4.1.0]heptanes in a totally stereoselective manner. On the other hand, ε-lactams under our experimental conditions suffer a novel process involving a skeletal reorganization to give a bicyclic[3.3.0] system. |
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Keywords: | Lactams Lactones Cyclopropanation Nitrogen ylides Rearrangements |
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