HARMICINE, A TETRACYCLIC TETRAHYDRO-β-CARBOLINE: FROM THE FIRST SYNTHETIC PRECEDENT TO ISOLATION FROM NATURAL SOURCES TO TARGET-ORIENTED SYNTHESIS

Authors

  • C. S. Lood Aalto University School of Chemical Technology, Received 15.07.2014 P. O. Box 16100, 00076 Aalto, Finland
  • A. M. P. Koskinen Aalto University School of Chemical Technology, Received 15.07.2014 P. O. Box 16100, 00076 Aalto, Finland

DOI:

https://doi.org/10.1007/1852

Keywords:

tetrahydro-β-carboline, asymmetric synthesis, Bischler–Napieralski reaction, natural product, Pictet–Spengler reaction

Abstract

Harmicine, a chiral tetrahydro-β-carboline with a rare tetracyclic pyrrolidine framework, was isolated from the plant Kopsia griffithii in 1998. Before that, harmicine had already appeared frequently in the chemical literature as a starting material for natural product synthesis and it had been used as a model substrate in various methodology studies. Herein we review the relevant information available on this heterocyclic natural product before and after its isolation and classification as a natural product.

How to Cite
Lood, C. S.; Koskinen, A. M. P. Chem. Heterocycl. Compd. 2015, 50, 1367. [Khim. Geterotsikl. Soedin. 2014, 1488.]

For this article in the English edition see DOI 10.1007/s10593-014-1602-4

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Published

2014-10-24

Issue

No. 10 (2014)

Section

Review Articles