EventsThe 13th International Electronic Conference on Synthetic Organic Chemistry
Event submissions
Published
with-doi10.3390/ecsoc-13-00166
This submission belongs to the session a. General Organic Synthesis of the event The 13th International Electronic Conference on Synthetic Organic Chemistry
Published date
31 Oct, 2009
Citation
Pierre Grandclaudon, Éric Deniau, Axel Couture, Stéphane Lebrun, David Dumoulin, Asymmetric Synthesis of 1- ,3- or 4-Alkyl- or Aryl- Tetrahydro-Benzo[c]azepines, in Proceedings of The 13th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2009, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-13-00166
Share
Email
Facebook
Twitter
LinkedIn

Asymmetric Synthesis of 1- ,3- or 4-Alkyl- or Aryl- Tetrahydro-Benzo[c]azepines

Pierre Grandclaudon 1
Éric Deniau 1
Axel Couture 1
Stéphane Lebrun 1
David Dumoulin 1
1. UMR CNRS 8009 "Chimie Organique et Macromoléculaire", Université des Sciences et Technologies de Lille 1, Laboratoire de Chimie Organique Physique, Bâtiment C3(2), F-59655 Villeneuve d'Ascq Cedex, France
Abstract
Flexible routes for the stereoselective synthesis of a variety of structurally diverse 1-, 3- or 4-alkyl and aryl-tetrahydrobenzo[c]azepines have been developed. The key steps are the highly diastereoselective 1,2-addition process or metallation/alkylation sequence applied to stereopure hydrazones. Subsequent cyclomethylenation or ringclosing metathesis reaction to secure the formation of the seven-membered azaheterocycle ring system complete the assembly of the targeted titled compounds.
Keywords
2-NITROBENZOFURAN AS DIENOPHILE IN DIELS-ALDER REACTIONS. A SIMPLE DIBENZOFURANS SYNTHESIS
Photochemically-Induced N-N Bond Cleavage of N,N-Disubstituted Hydrazides