期刊
TETRAHEDRON LETTERS
卷 51, 期 23, 页码 3095-3098出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.04.021
关键词
Lactams; Lactones; Cyclopropanation; Nitrogen ylides; Rearrangements
资金
- Spanish MEC [CTQ2009-007738/BQU]
- FUSP-CEU [PC16/09]
- Fundacion San Pablo-CEU
Cyclopropanation of alpha,beta-unsaturated delta-lactams and delta-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, epsilon-lactams under our experimental conditions suffer a novel process involving a skeletal reorganization to give a bicyclic[3.3.0] system. (C) 2010 Elsevier Ltd. All rights reserved.
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