期刊
TETRAHEDRON
卷 66, 期 22, 页码 3904-3911出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2010.03.108
关键词
pi-Nucleophiles; Acyliminium cations; Azetidin-2-ones; Cyclizations
资金
- Ministry of Education and Science [PBZ-KBN-126/T09/08/2004]
The Lewis acid-catalyzed intramolecular substitution reactions of 4-vinyloxy- or 4-acyloxy-azetidin-2-ones with nitrogen-bound allyl-, propargyl- and vinyl-silanes leading to the carbacephams or carbacephems, are reported. The formation of carbapenams was not observed. To illustrate the potential of these reactions to be carried out under solid-phase conditions, a synthesis of diastereomeric 5-vinyl-carbacephams via the cyclization/cleavage methodology was performed. (C) 2010 Elsevier Ltd. All rights reserved.
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