Affiliation:
1. Enamine Ltd.
2. Taras Shevchenko National University of Kyiv
3. National Technical University of Ukraine ‘Igor Sikorsky Kyiv Polytechnic Institute’
Abstract
An approach to 2-azabicyclo[n.2.0]alkane derivatives (n = 1, 2), which relies on a tandem Strecker reaction–intramolecular nucleophilic cyclization (STRINC) sequence of the corresponding 2-(ω-chloroalkyl)cyclobutanones (in turn prepared by [2+2] cycloaddition of keteniminium salts and ethylene) is described. The utility of the method is demonstrated by multigram syntheses of bicyclic proline analogues, monoprotected diamines, as well as parent 2-azabicyclo[4.2.0]octane.
Subject
Organic Chemistry,Catalysis
Cited by
3 articles.
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