Enantioselective Pd-catalyzed C*-C, C*-N, and C*-S bond formation reactions using first P,P,N,N-tetradentate chiral phosphites

被引:12
作者
Tsarev, VN
Konkin, SI
Shyryaev, AA
Davankov, VA
Gavrilov, KN
机构
[1] Russian Acad Sci, AN Nesmeyanov Organoelement Cpds Inst, Moscow 119991, Russia
[2] Ryazan State Pedag Univ, Dept Chem, Ryazan 390000, Russia
基金
俄罗斯基础研究基金会;
关键词
D O I
10.1016/j.tetasy.2005.04.010
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Chiral P.P,N.N-tetradentate ferrocene-derived iminophosphite and iminodiamidophosphite ligands were synthesized for the first time. The applicability of these ligands in asymmetric C*-C, C*-N, and C*-S bond formation was demonstrated. High enantioselectivity was obtained in the Pd-catalyzed allylic substitution Of 1,3-diphenylallyl acetate with dimethyl malonate (tip to 90% ee), pyrrolidine (up to 85% ee), and sodium para-toluene sulfinate (LIP to 81%), with the iminodiamidophosphite ligand being the best stereoselector. (C) 2005 Published by Elsevier Ltd.
引用
收藏
页码:1737 / 1741
页数:5
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