New bis(oxazoline) ligands with secondary binding sites for the asymmetric cyclopropanation of furans

被引:70
作者
Schinnerl, M [1 ]
Böhm, C [1 ]
Seitz, M [1 ]
Reiser, O [1 ]
机构
[1] Univ Regensburg, Inst Organ Chem, D-93053 Regensburg, Germany
关键词
D O I
10.1016/S0957-4166(03)00094-6
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The diastereo- and enantioselective cyclopropanation of furans was achieved in up to 91% ee using a new set of chiral bis(oxazoline) ligands that are able to use secondary binding sites to enhance selectivity. In contrast, with substrates such as styrene and N-Boc-pyrrole, with which no secondary interactions with the ligands can occur, only moderate selectivities (<50% ee) were achieved. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:765 / 771
页数:7
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