BioChem - DOS

Programming cascade reactions interfacing biocatalysis with transition-metal catalysis in Deep Eutectic Solvents as biorenewable reaction media

Green chemistry : an international journal and green chemistry resource : GC

Cicco, Luciana; Rí os-Lombardí a, Nicolá s; Rodrí guez-Á lvarez, Marí a J.; Morí s, Francisco; Perna, Filippo M.; Capriati, Vito; Garcí a-Á lvarez, Joaquí n; Gonzá lez-Sabí n, Javier

<P>The first application of <I>Deep Eutectic Solvents</I> (DESs) in the asymmetric bioreduction of ketones has been accomplished for purified ketoreductases (KREDs). The performance of the biocatalysts was enhanced by increasing the percentage of neoteric solvent in DES-buffer mixtures. At a buffer content of 50% (w/w) and even 20% (w/w), the combination of either choline chloride (ChCl)/glycerol (Gly) (1 : 2) or ChCl/sorbitol (1 : 1) proved to be most effective for achieving up to >99% conversion and up to >99% enantiomeric excess of the corresponding secondary alcohols. Moreover, this reaction medium was used to perform the first example of a chemoenzymatic cascade process in DES-buffer mixtures, namely the ruthenium-catalysed isomerisation of racemic allylic alcohols coupled with a further enantioselective bioreduction, in both sequential and concurrent modes.</P><P>Graphic Abstract</P><P>Transition-metal complexes and purified ketoreductases work together in eutectic mixtures for the synthesis of enantiopure secondary alcohols.<BR/><IMG SRC='http://pubs.rsc.org/services/images/RSCpubs.ePlatform.Service.FreeContent.ImageService.svc/ImageService/image/GA?id=c8gc00861b'/><BR/></P>

2018

The Royal Society of Chemistry

1463-9262

1463-9270

20

15

pp.3468-3475

10.1039/c8gc00861b

http://click.ndsl.kr/servlet/OpenAPIDetailView?keyValue=05787966&target=NART&cn=NART92493255