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Molecules 2018, 23(4), 943; https://doi.org/10.3390/molecules23040943

Application of the Asymmetric Pictet–Spengler Reaction in the Total Synthesis of Natural Products and Relevant Biologically Active Compounds

Department of Chemistry, Alzahra University, Vanak, Tehran 1993893973, Iran
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Authors to whom correspondence should be addressed.
Academic Editors: Jiantao Guo and Wei Niu
Received: 22 March 2018 / Revised: 7 April 2018 / Accepted: 12 April 2018 / Published: 18 April 2018
(This article belongs to the Special Issue Design in Synthetic Biology)

Abstract

Tetrahydroisoquinolines are the framework of numerous natural products predominantly alkaloids, an important and one of the most wide spread families of naturally occurring compounds in the plant kingdom. Tetrahydroisoquinolines are commonly constructed through an old reaction, the so-called Pictet–Spengler Reaction (PSR). In this reaction, a β-aryl ethylamine undergoes an acid mediated condensation with a suitable aldehyde or ketone, followed by ring closure. In this review, we aim to highlight the applications of the asymmetric variant of this old name reaction in the total synthesis of natural products, chiefly, alkaloids, which exhibit significant biological properties. View Full-Text
Keywords: tetrahydroisoquinolines; asymmetric Pictet–Spengler reaction; total synthesis; natural products; biologically active compounds; β-aryl ethylamine tetrahydroisoquinolines; asymmetric Pictet–Spengler reaction; total synthesis; natural products; biologically active compounds; β-aryl ethylamine
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).
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M. Heravi, M.; Zadsirjan, V.; Malmir, M. Application of the Asymmetric Pictet–Spengler Reaction in the Total Synthesis of Natural Products and Relevant Biologically Active Compounds. Molecules 2018, 23, 943.

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