4.6 Article

Polymer-Supported Chiral Cis-Disubstituted Pyrrolidine Catalysts and Their Application to Batch and Continuous-Flow Systems

期刊

ORGANIC PROCESS RESEARCH & DEVELOPMENT
卷 24, 期 10, 页码 2228-2233

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AMER CHEMICAL SOC
DOI: 10.1021/acs.oprd.0c00268

关键词

chiral organocatalyst; diphenylmethylpyrrolidine; polymer-supported catalyst; continuous-flow process; asymmetric Michael reaction; trans-beta-nitrostyrene; butyraldehyde

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Polymer-supported cis-pyrrolidine catalysts were developed that allowed for high enantioselectivity and diastereoselectivity compared with those obtained from common trans-pyrrolidine catalysts. Not only configurational but also polymeric effects contribute to the high diastereoselectivity and enantioselectivity. Polymer catalysts were also successfully applied in a continuous-flow process. Acceleration of the reaction rate, an increase in diastereoselectivity, and an improvement in durability were observed in continuous-flow operation compared with the batch system.

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