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Biocatalytic Reduction of 2‐Monosubstituted 3‐Thiazolines Using Imine Reductases
Author(s) -
Zumbrägel Nadine,
Wagner Karla,
Weißing Nils,
Gröger Harald
Publication year - 2019
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3437
Subject(s) - chemistry , imine , biocatalysis , reduction (mathematics) , substrate (aquarium) , organic chemistry , biotransformation , chemical reduction , combinatorial chemistry , reaction conditions , reaction mechanism , enzyme , catalysis , oceanography , geometry , mathematics , electrode , electrochemistry , geology
The application of a straightforward biocatalytic technology for the reduction of racemic 2‐monosubstituted 3‐thiazolines, which are easily prepared via Asinger‐multicomponent reaction, is reported. The biocatalytic reduction yields racemic 2‐monosubstituted 3‐thiazolidines, which are difficult to be prepared by means of classic chemical routes, in moderate to high yields. Moreover, our study clarifies the stereochemical reaction course of the biocatalytic reduction. Furthermore, the efficiency of this biocatalytic technology is demonstrated in an experiment at an elevated substrate concentration of 60 mM leading to 96% conversion.