Construction of pseudo-heterochiral and homochiral di-μ-oxotitanium(Schiff base) dimers and enantioselective epoxidation using aqueous hydrogen peroxide

被引:131
作者
Matsumoto, K [1 ]
Sawada, Y [1 ]
Saito, B [1 ]
Sakai, K [1 ]
Katsuki, T [1 ]
机构
[1] Kyushu Univ, Fac Sci, Grad Sch, Dept Chem,Higashi Ku, Fukuoka 8128581, Japan
关键词
asymmetric catalysis; enantioselectivity; epoxiclation; hydrogen peroxide; titanium;
D O I
10.1002/anie.200501318
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Salen's lot: Meerwein-Ponndorf-Verley reduction of [Ti(salen) (OiPr)2] (salen = bis(salicylidene) ethylenediaminato) complexes followed by treatment with water leads to the synthesis of pseudo-heterochiral and homochiral di-μ-oxotitanium dimers. These dimers, in particular (aR,S,Δ,aR,S,Δ)-dimer 1, efficiently catalyze the epoxidation of simple olefins using aqueous hydrogen peroxide (see scheme) with ee values up to 99% and turnover numbers up to 4600. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:4935 / 4939
页数:5
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