Literature DB >> 25647633

Enantiomerically pure 3-aryl- and 3-hetaryl-2-hydroxypropanoic acids by chemoenzymatic reduction of 2-oxo acids.

Sivatharushan Sivanathan1, Florian Körber, Jannis Aron Tent, Svenja Werner, Jürgen Scherkenbeck.   

Abstract

Phenyllactic acids are found in numerous natural products as well as in active substances used in medicine or plant protection. Enantiomerically pure phenyllactic acids are available by transition-metal-catalyzed hydrogenations or chemoenzymatic reductions of the corresponding 3-aryl-2-oxopropanoic acids. We show here that d-lactate dehydrogenase from Staphylococcus epidermidis reduces a broad spectrum of 2-oxo acids, which are difficult substrates for transition-metal-catalyzed reactions, with excellent enantioselectivities in a simple experimental setup.

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Year:  2015        PMID: 25647633     DOI: 10.1021/jo502529g

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Domino Reaction Sequence for the Synthesis of [2.2.2]Diazabicycloalkenes and Base-Promoted Cycloreversion to 2-Pyridone Alkaloids.

Authors:  Nicholas H Angello; Robert E Wiley; Tristan G Elmore; Ryan S Perry; Jonathan R Scheerer
Journal:  Org Lett       Date:  2018-08-10       Impact factor: 6.005

2.  Direct Access to Highly Functionalized Heterocycles through the Condensation of Cyclic Imines and α-Oxoesters.

Authors:  Alexander Q Cusumano; Matthew W Boudreau; Joshua G Pierce
Journal:  J Org Chem       Date:  2017-12-05       Impact factor: 4.354

  2 in total

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