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Publicly Available Published by De Gruyter May 27, 2012

Radical azidation reactions and their application in the synthesis of alkaloids

  • Guillaume Lapointe , Ajoy Kapat , Karin Weidner and Philippe Renaud

Recent advances in radical azidation using sulfonyl azides are presented. For instance, radical carboazidation using α-iodoketones, desulfitative carboazidation, and anti-Markovnikov hydroazidation of alkenes are described. These novel methods tolerate a large number of functional groups and allow the synthesis of organic azides that would be difficult to synthesize otherwise. The transformation of the azides using reductive processes as well as a Schmidt reaction under nonacidic conditions were used to synthesize alkaloids including indolizidine 167B, monomorine I, cylindricine C, and lepadiformine C.


Conference

International Conference on Heterocyclic Chemistry (ICHC-23), International Congress on Heterocyclic Chemistry, ICHC, Heterocyclic Chemistry, 23rd, Glasgow, UK, 2011-07-31–2011-08-04


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Online erschienen: 2012-5-27
Erschienen im Druck: 2012-5-27

© 2013 Walter de Gruyter GmbH, Berlin/Boston

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