Access to chiral α-substituted-β-hydroxy arylphosphonates enabled by biocatalytic dynamic reductive kinetic resolution

Ketoreductase (KRED)-catalyzed dynamic reductive kinetic resolution (DYRKR) of α-substituted-β-keto arylphosphonates was developed as a generic and stereoselective approach to synthesize chiral α-substituted-β-hydroxy arylphosphonates, with moderate-to-excellent isolated yield (up to 96%), good-to-e...

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Veröffentlicht in:Organic & biomolecular chemistry 2020-04, Vol.18 (14), p.2672-2677
Hauptverfasser: Wang, Zexu, Zeng, Yiping, Wu, Xiaofan, Li, Zihan, Tao, Yuan, Yu, Xiaomin, Huang, Zedu, Chen, Fener
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Sprache:eng
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Zusammenfassung:Ketoreductase (KRED)-catalyzed dynamic reductive kinetic resolution (DYRKR) of α-substituted-β-keto arylphosphonates was developed as a generic and stereoselective approach to synthesize chiral α-substituted-β-hydroxy arylphosphonates, with moderate-to-excellent isolated yield (up to 96%), good-to-excellent diastereoselectivity (up to >99 : 99% ee) being achieved. A ketoreductase (KRED)-catalyzed dynamic reductive kinetic resolution process was developed for highly stereoselective and step-economic synthesis of chiral α-substituted-β-hydroxy arylphosphonates.
ISSN:1477-0520
1477-0539
DOI:10.1039/d0ob00379d