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Synthesis of Aminophosphine Ligands with Binaphthyl Backbones for Silver(I)-catalyzed Enantioselective Allylation of Benzaldehyde

Synthesis of Aminophosphine Ligands with Binaphthyl Backbones for Silver(I)-catalyzed Enantioselective Allylation of Benzaldehyde
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摘要 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.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2002年第11期1300-1312,1129,共13页 中国化学(英文版)
基金 theNationalNaturalScienceFoundationofChina ,ChineseAcademyofSciences,andtheMajorStateBasicRe searchDeveplomentProgramofChina (No .G2 0 0 0 0 775 0 6 )
关键词 SILVER aminophosphine ligand asymmetric catalysis ALLYLATION silver aminophosphine ligand asymmetric catalysis allylation
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