Literature DB >> 16800022

Highly efficient synthesis of enantiopure diacetylated C(2)-symmetric diols by ruthenium- and enzyme-catalyzed dynamic kinetic asymmetric transformation (DYKAT).

Belén Martín-Matute1, Michaela Edin, Jan-E Bäckvall.   

Abstract

Highly efficient synthesis of enantiopure diacetates of 2,4-pentanediol and 2,5-hexanediol starting from commercially available mixtures of the diols (dl/meso approximately 1:1) has been realized by combining a fast ruthenium-catalyzed epimerization with an enzymatic transesterification. The in situ coupling of these two processes produces the diacetates in high yield in >99 % enantiomeric excess.

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Year:  2006        PMID: 16800022     DOI: 10.1002/chem.200600257

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  3 in total

1.  Catalyst-controlled Wacker-type oxidation of homoallylic alcohols in the absence of protecting groups.

Authors:  Jessica R McCombs; Brian W Michel; Matthew S Sigman
Journal:  J Org Chem       Date:  2011-04-13       Impact factor: 4.354

2.  Chemoenzymatic Dynamic Kinetic Asymmetric Transformations of β-Hydroxyketones.

Authors:  Simon Hilker; Daniels Posevins; C Rikard Unelius; Jan-E Bäckvall
Journal:  Chemistry       Date:  2021-10-05       Impact factor: 5.020

Review 3.  Chemoenzymatic dynamic kinetic resolution: a powerful tool for the preparation of enantiomerically pure alcohols and amines.

Authors:  Oscar Verho; Jan-E Bäckvall
Journal:  J Am Chem Soc       Date:  2015-03-19       Impact factor: 15.419

  3 in total

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