ISSN:
1434-4475
Keywords:
Catalytic enantioselective cyclopropanation
;
Copper (II) catalysts
;
Optical induction
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract Copper(II) compounds catalyze the reaction of 1,1-diphenylethylene with diazoacetic acid ethylester. The main product is 2,2-diphenylcyclopropane carboxylic acid ethylester. The formation of the carbene dimerization products fumaric and maleic acid diethylester can be suppressed by the continuous addition of diazoacetic acid ester to 1,1-diphenylethylene. 37 optically active ligands, partly new, were combined with copper(II)-acetate to givein-situ-catalysts. In five cases isolated copper complexes were used as catalysts. The best optical inductions in the formation of 2,2-diphenylcyclopro-pane carboxylic acid ethylester with up to 65.6% ee were achieved withSchiff base ligands, which derive from salicylaldehyde and amino alcohols, obtained from amino acid esters and phenylGrignard.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00809355
Permalink