What is the origin of highly asymmetric induction by a chiral (salen)manganese(III) complex? Design of a conformationally fixed complex and its application to asymmetric epoxidation of 2,2-dimethylchromenes

被引：55
|
作者：
Ito, YN [1 ]
Katsuki, T [1 ]
机构：
[1] Kyushu Univ, Fac Sci, Dept Chem, Higashi Ku, Fukuoka 8128581, Japan
来源：
TETRAHEDRON LETTERS | 1998年 / 39卷 / 24期
关键词：
D O I：
10.1016/S0040-4039(98)00763-1
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The optically active (salen)manganese(III) complex 1 having a carboxylate group on the ethylenediamine moiety was found to be an efficient catalyst for the asymmetric epoxidation of several 2,2-dimethylchromene derivatives (up to 99% ee). A high level of turn-over number (up to 9, 200) was also achieved in this epoxidation. The pseudo-axially oriented carboxylate in 1 was postulated to coordinate to the manganese ion and to fix the conformation of the salen ligand in the form enantiomeric to that of normal chiral (salen)manganese(III) complexes. This was supported by the absolute configurations of the produced epoxides. (C) 1998 Elsevier Science Ltd. All rights reserved.
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收藏
页码：4325 / 4328
页数：4
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