Effective and novel enantioselective preparation of pyranopyrazoles and pyranocoumarins that is catalyzed by a quinine-derived primary amine
| Autor: | Jin Hyun Jeong, Liu Lan Shen, Yoon Jung Kim, Sai Yang |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
Stereoisomerism
010402 general chemistry 01 natural sciences Biochemistry Pyranocoumarins Catalysis Coumarins medicine Organic chemistry Amines Physical and Theoretical Chemistry Pyrans Quinine Primary (chemistry) Molecular Structure 010405 organic chemistry Chemistry Organic Chemistry Enantioselective synthesis 0104 chemical sciences Pyrazoles Amine gas treating medicine.drug |
| Zdroj: | Organic & Biomolecular Chemistry. 14:623-630 |
| ISSN: | 1477-0539 1477-0520 |
| DOI: | 10.1039/c5ob01656h |
| Popis: | 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%). |
| Databáze: | OpenAIRE |
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