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Molecules 2010, 15(11), 8327-8348; doi:10.3390/molecules15118327

Synthesis and Properties of Chiral Thioureas Bearing an Additional Function at a Remote Position Tethered by a 1,5-Disubstituted Triazole

Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan
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Received: 20 October 2010 / Revised: 8 November 2010 / Accepted: 10 November 2010 / Published: 15 November 2010
(This article belongs to the Special Issue Bifunctional Catalysis)
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Abstract

The synthesis and properties of multifunctional thioureas bearing a variety of functional groups at a position remote from the thiourea moiety are described. A 1,5-disubstituted triazole tether connected with a thiourea and another functional group was synthesized via ruthenium catalyzed Huisgen cycloaddition. We demonstrate the utility of the synthetic thioureas as asymmetric catalysts and probes for the mechanistic elucidation of the course of the Michael reaction of an α,β-unsaturated imide
Keywords: multifunctional catalyst; thiourea; Ru-catalyzed Huisgen cycloaddition; asymmetric induction; hydrogen bonding multifunctional catalyst; thiourea; Ru-catalyzed Huisgen cycloaddition; asymmetric induction; hydrogen bonding
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Takasu, K.; Azuma, T.; Enkhtaivan, I.; Takemoto, Y. Synthesis and Properties of Chiral Thioureas Bearing an Additional Function at a Remote Position Tethered by a 1,5-Disubstituted Triazole. Molecules 2010, 15, 8327-8348.

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