Literature DB >> 29104524

A Biocatalytic Route to Highly Enantioenriched β-Hydroxydioxinones.

Rick C Betori1, Eric R Miller1, Karl A Scheidt1,2.   

Abstract

A novel biocatalytic system to access a wide variety of β-hydroxydioxinones from β-ketodioxinones employing commercial engineered ketoreductases has been developed. This practical system provides a remarkably straightforward solution to limitations in accessing certain chemical scaffolds common in β-hydroxydioxinones that are of great interest due to their diversification capabilities. A few highlights of this system are that it is high yielding, highly enantioselective, and chromatography-free. We have demonstrated both a wide substrate scope and a high degree of scalability.

Entities:  

Keywords:  asymmetric synthesis; enzyme catalysis; hydroxydioxinones; ketoreductases

Year:  2017        PMID： 29104524      PMCID： PMC5663308          DOI： 10.1002/adsc.201700095

Source DB:  PubMed          Journal:  Adv Synth Catal        ISSN： 1615-4150            Impact factor:   5.837


  39 in total

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5.  Expedient, stereocontrolled synthesis of (+)-compactin lactone via intramolecular Reformatsky reaction.

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Journal:  Org Lett       Date:  2005-01-20       Impact factor: 6.005

7.  Total synthesis and structural revision of the marine macrolide neopeltolide.

Authors:  Daniel W Custar; Thomas P Zabawa; Karl A Scheidt
Journal:  J Am Chem Soc       Date:  2008-01-23       Impact factor: 15.419

8.  Synthesis and evaluation of anticonvulsant and antimicrobial activities of 3-hydroxy-6-methyl-2-substituted 4h-pyran-4-one derivatives.

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Journal:  Arch Pharm (Weinheim)       Date:  2004-05       Impact factor: 3.751

Review 9.  Practical chiral alcohol manufacture using ketoreductases.

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Journal:  Curr Opin Chem Biol       Date:  2010-01-12       Impact factor: 8.822

10.  Total Synthesis of Putative 11-epi-Lyngbouilloside Aglycon.

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Journal:  Front Chem       Date:  2016-08-09       Impact factor: 5.221
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  6 in total

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Review 2.  Replacement of Less-Preferred Dipolar Aprotic and Ethereal Solvents in Synthetic Organic Chemistry with More Sustainable Alternatives.

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4.  Synthetic Derivatives of Ciclopirox are Effective Inhibitors of Cryptococcus neoformans.

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Journal:  ACS Omega       Date:  2021-03-15

Review 5.  Application of Biobased Solvents in Asymmetric Catalysis.

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Review 6.  Cyclopentyl Methyl Ether: An Elective Ecofriendly Ethereal Solvent in Classical and Modern Organic Chemistry.

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  6 in total

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