Issue 2, 2016

Effective and novel enantioselective preparation of pyranopyrazoles and pyranocoumarins that is catalyzed by a quinine-derived primary amine

Abstract

In this study, we executed an effective and novel enantioselective Michael/cyclodehydration sequential reaction between pyrazolin-5-one (or 4-hydroxy-2-pyrone) and chalcones that is catalyzed by a quinine-derived primary amine L7 in the presence of Boc-D-Phg-OH. Chiral pyranopyrazoles and pyranocoumarins were obtained in excellent enantioselectivities (up to 93%) with moderate yields and moderate enantioselectivities with high yields (up to 84%).

Graphical abstract: Effective and novel enantioselective preparation of pyranopyrazoles and pyranocoumarins that is catalyzed by a quinine-derived primary amine

Supplementary files

Article information

Article type
Paper
Submitted
07 Aug 2015
Accepted
28 Oct 2015
First published
28 Oct 2015

Org. Biomol. Chem., 2016,14, 623-630

Author version available

Effective and novel enantioselective preparation of pyranopyrazoles and pyranocoumarins that is catalyzed by a quinine-derived primary amine

S. Yang, L. Shen, Y. Kim and J. Jeong, Org. Biomol. Chem., 2016, 14, 623 DOI: 10.1039/C5OB01656H

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