Synthesis of 1-Azaspirocycles via Lewis Acid-Mediated Spirocyclization of Cyclic N-Acyl-N,O-acetals
- 27 September 2001
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 2001 (10) , 1506-1510
- https://doi.org/10.1055/s-2001-17475
Abstract
A new approach to 1-azaspirocycles has been developed starting from cyclic N-acyl-N,O-acetals. This sequence involves olefin-iminium cyclization mediated by Lewis acids leading to the spirocyclization products including the chlorinated products and the olefinic products. Mixtures of these products underwent catalytic hydrogenation and reductive dechlorination to produce the 1-azaspirans.Keywords
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