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Synthesis of Aminophosphine Ligands with Binaphthyl Backbones for Silver(I)‐catalyzed Enantioselective Allylation of Benzaldehyde †
Author(s) -
Wang Yi,
Ji BaoMing,
Ding KuiLiiig
Publication year - 2002
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.20020201125
Subject(s) - chemistry , enantioselective synthesis , benzaldehyde , catalysis , yield (engineering) , chelation , medicinal chemistry , organic chemistry , materials science , metallurgy
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.