Published in

Elsevier, Arabian Journal of Chemistry, (10), p. S964-S970, 2017

DOI: 10.1016/j.arabjc.2012.12.036

Links

Tools

Export citation

Search in Google Scholar

Enantioselective additions of diethylzinc to aldehydes catalyzed by titanate(IV) complex with chiral bidentate bis-amide ligands based on cyclopropane backbone

This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

Full text: Download

Green circle
Preprint: archiving allowed
Green circle
Postprint: archiving allowed
Green circle
Published version: archiving allowed
Data provided by SHERPA/RoMEO

Abstract

A set of chiral bis-amide ligands (4a–d and 5a–d) were obtained easily from readily available starting materials in a straightforward manner via acid chloride reaction of the parent Feist’s acid. These ligands have been tested as chiral catalysts for the enantioselective addition of diethylzinc to aromatic aldehydes in the presence of Ti(OiPr)4 as a co-additive. Very good enantioselectivity was obtained for 4-bromobenzaldehyde while in the case of 2,4-dichlorobenzaldehyde very low enantioselectivity was observed. The influence of solvent, temperature and the alkyl group substituents has been studied, and in the best case, an enantiomeric excess upto 95% has been achieved by using only 10 mol % of the chiral bis-amides ligand 5b.