Issue 75, 2017, Issue in Progress

Highly diastereoselective crystallization-induced asymmetric transformation of 1,3-disubstituted-tetrahydro-β-carbolines in water

Abstract

A green and highly stereoselective method for the synthesis of cis or trans-1,3-disubstituted-tetrahydro-β-carbolines has been developed using water as the solvent. A mixture of cis and trans-1,3-disubstituted-tetrahydro-β-carboline hydrochlorides can be converted to a single cis or trans isomer via a crystallization-induced asymmetric transformation process. It is possible to get both isomers using this method by incorporating different additives in water. This method has advantages such as environmental friendliness, high stereoselectivity, suitability for industrialization, and non-toxicity.

Graphical abstract: Highly diastereoselective crystallization-induced asymmetric transformation of 1,3-disubstituted-tetrahydro-β-carbolines in water

Supplementary files

Article information

Article type
Paper
Submitted
09 Aug 2017
Accepted
27 Sep 2017
First published
11 Oct 2017
This article is Open Access
Creative Commons BY license

RSC Adv., 2017,7, 47753-47757

Highly diastereoselective crystallization-induced asymmetric transformation of 1,3-disubstituted-tetrahydro-β-carbolines in water

T. Meng, X. Shi, H. Qu, Y. Zhang, Z. Huang and Q. Fan, RSC Adv., 2017, 7, 47753 DOI: 10.1039/C7RA08811F

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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