Asymmetric Chemoenzymatic One-Pot Synthesis of α-Hydroxy Half-Esters.
| Autor: | Murre A; Department of Chemistry and Biotechnology, Tallinn University of Technology, Akadeemia tee 15, 12618 Tallinn, Estonia., Erkman K; Department of Chemistry and Biotechnology, Tallinn University of Technology, Akadeemia tee 15, 12618 Tallinn, Estonia., Järving I; Department of Chemistry and Biotechnology, Tallinn University of Technology, Akadeemia tee 15, 12618 Tallinn, Estonia., Kanger T; Department of Chemistry and Biotechnology, Tallinn University of Technology, Akadeemia tee 15, 12618 Tallinn, Estonia. |
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| Jazyk: | angličtina |
| Zdroj: | ACS omega [ACS Omega] 2021 Jul 28; Vol. 6 (31), pp. 20686-20698. Date of Electronic Publication: 2021 Jul 28 (Print Publication: 2021). |
| DOI: | 10.1021/acsomega.1c02973 |
| Abstrakt: | A new chemoenzymatic one-pot strategy has been developed for the synthesis of α-hydroxy half-esters containing consecutive quaternary and tertiary stereocenters using asymmetric cascade catalysis. In this study, an asymmetric Ca 2+ -catalyzed [2,3]-Wittig rearrangement reaction was proven to be suitable for a combination with porcine liver esterase-mediated hydrolysis resulting in the enhanced enantiomeric purity of the obtained products in a one-pot synthesis compared to the stepwise method. Competing Interests: The authors declare no competing financial interest. (© 2021 The Authors. Published by American Chemical Society.) |
| Databáze: | MEDLINE |
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