Synthesis of Aminophosphine Ligands with Binaphthyl Backbones for Silver(I)-catalyzed Enantioselec

来源 :Chinese Journal of Chemistry | 被引量 : 0次 | 上传用户:yelangqishi
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A series of aminophosphine ligands was synthesized from 2-amino-2′-hydroxy- 1,1′-binaphthyl (NOBIN). Their asymmetric induction efficiency was examined for silver(I) catalyzed enantioselective allylation reaction of benzaldehyde with allyltributyltin. Under the optimized reaction conditions, quantitative yield as well as moderate ee value (54.5% ee) of product was achieved by the catalysis with silver(I)/3 complex. The effects of the binaphthyl backbone and the substitutes situated at chelating N, P atoms on enantioselectivity of the reaction were also discussed. A series of aminophosphine ligands was synthesized from 2-amino-2’-hydroxy- 1,1’-binaphthyl (NOBIN). Their asymmetric induction efficiency was examined for silver (I) catalyzed enantioselective allylation reaction of benzaldehyde with allyltributyltin. Under the optimized reaction conditions, quantitative yield as well as moderate ee value (54.5% ee) of product was achieved by the catalysis with silver (I) / 3 complex. The effects of the binaphthyl backbone and the substitutes situated at chelating N, P atoms on enantioselectivity of the reaction were also discussed.
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