4.3 Article

Chiral Calcium Bis-sulfonimide Catalyzed Diels-Alder Reactions of 1-Acryloyl-pyrazole

Journal

CHEMISTRY LETTERS
Volume 50, Issue 10, Pages 1781-1783

Publisher

CHEMICAL SOC JAPAN
DOI: 10.1246/cl.210403

Keywords

Chiral bis-sulfonimide; Organo-calcium catalyst; Diels-Alder reaction

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In this study, alkaline earth metal salts of chiral bis-sulfonimide were prepared and used as catalysts for asymmetric Diels-Alder reactions. The results showed moderate stereo selectivity in the cycloaddition product formed between 2-propenoyl pyrazole and cyclopentadiene catalyzed by the calcium salt.
Alkaline earth metal salts of chiral bis-sulfonimide were prepared in this study. Asymmetric Diels-Alder reactions catalyzed by these metal salts were examined to evaluate the performance of bis-sulfonimide as a chiral ligand. The Diels-Alder reaction between 2-propenoyl pyrazole and cyclopentadiene catalyzed by the calcium salt afforded the cycloaddition product with moderate stereo selectivity.

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