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Asymmetric Alkaloid Synthesis: A One-Pot Organocatalytic Reaction to Quinolizidine Derivatives

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Errata

This article is corrected by:

  1. Errata: Asymmetric Alkaloid Synthesis: A One-Pot Organocatalytic Reaction to Quinolizidine Derivatives Volume 48, Issue 8, 1351, Article first published online: 2 February 2009

  • This work was made possible by a grant from the Swedish Research Council (VR).

Abstract

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One pot+two steps=three stereocenters: A short enantioselective synthesis to access the indolo[2,3a]quinolizidine and the benzo[a]quinolizidine skeleton has been developed (see scheme; TMS=trimethylsilyl, R1=aromatic, R2=3-indoyl or 3,4-dimethoxyphenyl). The sequence involves an organocatalytic conjugate addition and subsequent acid-catalyzed cyclization of the acyliminium ion.

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