ABSTRACT
Global awareness of the importance of developing environmentally friendlier and more sustainable methods for the synthesis of valuable chemical compounds has led to the design of novel synthetic strategies, involving bio- and organocatalysis as well as the application of novel efficient and ground-breaking technologies such as present-day solvent-free mechanochemistry. In this regard, the evaluation of biocatalytic protocols mediated by the combination of mechanical activation and enzymatic catalysis has recently attracted the attention of the chemical community. Such mechanoenzymatic strategy represents an innovative and promising "green" approach in chemical synthesis that poses nevertheless new paradigms regarding the relative resilience of biomolecules to the mechanochemical stress and to the apparent high energy, at least in so-called hot-spots, during the milling process. Herein, relevant comments on the conceptualization of such mechanoenzymatic approach as a sustainable option in chemical synthesis, recent progress in the area, and associated challenges are discussed.
ABSTRACT
[This corrects the article DOI: 10.3762/bjoc.13.167.].
ABSTRACT
The use of mechanochemistry to carry out enantioselective reactions has been explored in the last ten years with excellent results. Several chiral organocatalysts and even enzymes have proved to be resistant to milling conditions, which allows for rather efficient enantioselective transformations under ball-milling conditions. The present article reports the first example of a liquid-assisted grinding (LAG) mechanochemical enzymatic resolution of racemic ß3-amino esters employing Candida antarctica lipase B (CALB) to afford highly valuable enantioenriched N-benzylated-ß3-amino acids in good yields. Furthermore the present protocol is readily scalable.
