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

C. S. Lood, A. M. P. Koskinen
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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


Keywords


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

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