Benzoquinolizidine and indoloquinolizidine skeletons can be found in numerous monoterpenoid-derived alkaloids, many of which possess considerable pharmacological and therapeutic interest.¹

 In connection with our interest in the synthesis of azabicyclic ring systems² herein, we report a general and highly stereoselective approach to the construction of Benzo[a]- and Indolo[2,3-a] quinolizidines based on the lithium-halogen exchange initiated intramolecular conjugate addition of aryllithiums to dihydropyridones.

 A scope, limitation and the stereochemical outcome observed in these cyclizations will be reported.

1. (a) Stöckigt, J.; Ruppert, M. In Comprehensive Natural Products; Barton, D., Nakanishi, K., Eds.; Elsevier: New York, 1999; Vol. 4, pp 109-138; (b) Dewick, P. Medicinal Natural Products. A Biosynthetic Approach; Wiley: Chichester, 2002.
2. (a) Furman, B.; Dziedzic, M. Tetrahedron Lett. 2003, 44, 6629; (b) Dziedzic, M.; Małecka, M.; Furman, B. Org. Lett. 2005, 7, 1725.

• Legal notice:
  

  Copyright (c) Pielaszek Research, all rights reserved.
  The above materials, including auxiliary resources, are subject to Publisher's copyright and the Author(s) intellectual rights. Without limiting Author(s) rights under respective Copyright Transfer Agreement, no part of the above documents may be reproduced without the express written permission of Pielaszek Research, the Publisher. Express permission from the Author(s) is required to use the above materials for academic purposes, such as lectures or scientific presentations.
  In every case, proper references including Author(s) name(s) and URL of this webpage: https://science24.com/paper/23025 must be provided.

1. Diastereoselective Synthesis of β-Lactams via Kinugasa Reaction
2. An asymmetric synthesis of 4-aryloxyazetidin-2-ones and 3,4-benzo-2-hydroxycephams
3. Cyclic Enaminones as Building Blocks in the Synthesis of Piperidine-Containing Natural Products and Biolo- gically Active Compounds
4. A Novel Method for the Synthesis of Ezetimibe Precursor
5.  An entry to carbapenams via asymmetric Kinugasa reaction involving cyclic nitrones and terminal acetylenes