Communication
Synthesis of Unusual Bridged Steroid Alkaloids by an Iminium Ion Induced 1,5-Shift of a Benzylic Hydride
First published: 04 February 2004
Citations: 23
Abstract
Unusual steroid alkaloids form unexpectedly in a domino process (see scheme) by reaction of an aldehydic derivative readily available from estrone with anilines. The key step of this reaction is presumably an unusual 1,5-hydride shift from a benzylic CH group to an iminium ion under formation of a carbocationic center and a secondary amine that subsequently react together.
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