4.7 Article

Asymmetric addition of diethylzinc to diphenylphosphinoyl-imines catalyzed by copper(II) trifluoromethanesulfonate-chiral (2′-ethylamino-[1,1′]binaphthalenyl-2-yl)-thiophosphoramidic acid O,O′-diaryl ester ligands

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 348, Issue 15, Pages 2237-2242

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200606128

Keywords

asymmetric addition; asymmetric catalysis; chiral binaphthylthiophosphoramides; copper (II) trifluoromethanesulfonate; diethylzinc; diphenylphosphinoyl-imines

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The chiral binaphthylthiophosphoramide L1 prepared from the reaction of O,O-diphenyl chlorothiophosphate with (R)-(+)-N-ethyl-1,1'-binaphthyl-2,2'-diamine was used as a catalytic chiral ligand in the copper(II) trifluoromethanesulfonate-promoted asymmetric addition of diethylzinc to diphenylphosphinoyl-imines to give the corresponding adducts in 90-98 % ee and good yields under mild conditions.

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