期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 56, 期 40, 页码 12179-12183出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201706315
关键词
amides; -lactams; diiodomethane; diversity-oriented synthesis; Ugi reactions
We present a novel route for the quick and easy synthesis of a broad range of -lactams. The synthesis involves a [3+1] cyclization of amide dianions with diiodomethane. In contrast to the seminal work of Hirai et al. from 1979, the reaction proved to be a general and efficient approach towards azetidinones. The ease of the process was confirmed by DFT calculations and its power demonstrated by a diversity-oriented synthesis of -lactams with four points of diversity determined by the choice of Ugi adducts as starting materials.
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