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DOI: 10.1055/s-2007-983786
Cinchona Alkaloid Based Thiourea Promoted Enantioselective Conjugate Addition of N-Heterocycles to Enones
Publikationsverlauf
Publikationsdatum:
12. Juli 2007 (online)
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Abstract
The first enantioselective conjugate addition reaction of 1H-benzotriazole with a variety of enones has been developed. The process, catalyzed by a cinchona alkaloid thiourea, affords Michael adducts in good yields and with moderate to good enantioselectivities.
Key words
thioureas - enones - N-heterocycles - conjugate additions - alkaloids
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References
Triazole moieties are important pharmacophores and can be found in many drugs such as Alprazolam, a major agent for the treatment of anxiety, Fluconazole, an antifungal agent, and nucleoside-based Ribavirin, an antiviral drug. Tetrazoles have often been used as bioequivalent replacements for the carboxylic acid group (CO2H) in pharmacologically active compounds because of their favorable physicochemical properties.
17CCDC 292939 contains the supplementary crystallographic data. These data can be obtained free of charge via www.ccdc.cam.ac.uk.