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Enzymatic Tandem Approach to Knoevenagel Condensation of Acetaldehyde with Acidic Methylene Compounds in Organic Media
Author(s) -
Koszelewski Dominik,
Paprocki Daniel,
Madej Arleta,
Borys Filip,
Brodzka Anna,
Ostaszewski Ryszard
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201700936
Subject(s) - knoevenagel condensation , chemistry , acetaldehyde , tandem , organic chemistry , methylene , cascade reaction , hydrolysis , enzymatic hydrolysis , catalysis , combinatorial chemistry , ethanol , materials science , composite material
A tandem enzyme‐catalyzed Knoevenagel reaction with acetaldehyde is presented. A new protocol for the synthesis of the desired products through a tandem process based on the enzymatic hydrolysis and Knoevenagel reaction starting from acetaldehyde precursors is disclosed. The influence of the reaction conditions including organic solvent, enzyme type, and temperature on the reaction course was tested. Further, this protocol was extended by subsequent tandem chemoenzymatic transformations leading to epoxides.