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A Highly Stereoselective Synthesis of the Indolo[2,3-a]quinolizine Ring System and Application to Natural Product Synthesis

✍ Scribed by Steven M. Allin; Christopher I. Thomas; James E. Allard; Kevin Doyle; Mark R. J. Elsegood

Publisher: John Wiley and Sons
Year: 2005
Tongue: English
Weight: 162 KB
Volume: 2005
Category: Article
ISSN: 1434-193X
DOI: 10.1002/ejoc.200500412

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✦ Synopsis

Abstract

We present a facile and highly stereoselective approach to the indolo[2,3‐a]quinolizine ring system from a readily available, non‐racemic chiral template. We demonstrate the potential for application of this methodology to natural product synthesis through conversion of the template to some representative indole alkaloids with high enantiomeric purity in both enantiomeric series. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

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