A cationic ruthenium complex for the dynamic kinetic resolution of secondary alcohols

A synthetic protocol making use of a well-defined cationic ruthenium complex 2 enabling the racemization of enantiomerically pure secondary alcohols in the presence of a weak base (K2CO3) is described. The compatibility of 2 with Candida Antarctica lipase B (Novozym 435) allows the development of an...

Full description

Bibliographic Details
Published in:Chemistry - A European Journal
Main Authors: Fernandez-Salas, Jose A, Manzini, Simone, Nolan, Steven
Format: Article in Journal/Newspaper
Language:English
Published: 2014
Subjects:
Chemistry
dynamic kinetic resolution
enzyme catalysis
metal catalysis
racemization
ruthenium
CATALYTIC RACEMIZATION
ASYMMETRIC TRANSFORMATIONS
ENZYMATIC RESOLUTION
AMBIENT-TEMPERATURE
CHIRAL ACETATES
ENOL ACETATES
LIPASE
KETONES
ENZYMES
Antarc*
Antarctica
Online Access:https://biblio.ugent.be/publication/8168444
http://hdl.handle.net/1854/LU-8168444
https://doi.org/10.1002/chem.201404096
Description
Summary:A synthetic protocol making use of a well-defined cationic ruthenium complex 2 enabling the racemization of enantiomerically pure secondary alcohols in the presence of a weak base (K2CO3) is described. The compatibility of 2 with Candida Antarctica lipase B (Novozym 435) allows the development of an efficient dynamic kinetic resolution of sec-alcohols in the absence of an additional strong base. This procedure involves the first example of a dynamic kinetic resolution of alcohols in the presence of a cationic ruthenium catalyst. In addition, we describe the conversion of ketones to the enantioenriched acetates in a one-pot reaction, probing the versatility of complex 2.

Similar Items