ACS Catalysis p. 7753 - 7759 (2017)
Update date:2022-08-03
Topics:
Rodríguez-álvarez, María J.
Ríos-Lombardía, Nicolás
Schumacher, S?ren
Pérez-Iglesias, David
Morís, Francisco
Cadierno, Victorio
García-álvarez, Joaquín
González-Sabín, Javier
The combination of the metal-catalyzed cycloisomerization of alkynes containing a tethered nucleophile as substituent in aqueous media (followed by the spontaneous hydrolysis, hydroalkoxylation, or aminolysis of the transiently formed five-membered heterocycles) with the subsequent enantioselective ketone bioreduction (mediated by KREDs) has been achieved. The overall transformations, which formally involve a three-step one-pot reaction, provide a variety of enantiopure valuable molecules (e.g., 1,4-diols, lactones, and γ-hydroxy-carbonyl compounds (carboxylic acids, esters, and amides)) with high conversions and enantioselectivities and under mild reaction conditions, disclosing the concept of integrated metal-catalyzed cycloisomerizations of alkynes and enzymatic catalysis in water.
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Doi:10.1016/S0040-4039(00)99216-5
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