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A new chiral sulfonamide ligand based on tartaric acid: synthesis and application in the enantioselective addition of diethylzinc to aldehydes and ketones

Authors :
Jinmin Fan
Ailing Hui
Jintang Zhang
Zhiyong Wang
Source :
Tetrahedron: Asymmetry. 17:2101-2107
Publication Year :
2006
Publisher :
Elsevier BV, 2006.

Abstract

A new sulfonamide ligand based on l -tartaric acid was synthesized and was employed as a chiral ligand in the enantioselective addition of diethylzinc to aldehydes, giving rise to the best enantiomeric excess up to 83% with 5 mol % of catalyst loading. Moreover, the addition of diethylzinc to ketones can also be achieved with good to excellent enantioselectivities by employing 7 mol % of the catalyst under mild conditions.

Details

ISSN :
09574166
Volume :
17
Database :
OpenAIRE
Journal :
Tetrahedron: Asymmetry
Accession number :
edsair.doi.dedup.....f498fa9a4a67621b26f00662a64f3f12