Enantioselective organocatalytic Biginelli reaction: dependence of the catalyst on sterics, hydrogen bonding, and reinforced chirality |
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Authors: | Saha Satyajit Moorthy Jarugu Narasimha |
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Affiliation: | Department of Chemistry, Indian Institute of Technology, Kanpur 208016, India. |
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Abstract: | From a systematic investigation involving the synthesis of a series of catalysts and screening studies, the organocatalyst 16, which is sterically hindered, contains a strong hydrogen-bonding site, and is endowed with reinforced chirality, is shown to promote the Biginelli cyclocondensation of aromatic as well as aliphatic aldehydes with ethyl acetoacetate and urea in a remarkably high enantioselectivity (ee ca. 94-99%). |
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