A new route to 2,2′,3,3′-tetrasubstituted binaphthyls

被引:15
|
作者
Widhalm, Michael [1 ]
Aichinger, Christian [1 ]
Mereiter, Kurt [2 ]
机构
[1] Univ Vienna, Inst Organ Chem, A-1090 Vienna, Austria
[2] Vienna Univ Technol, Inst Chem Technol & Analyt, A-1060 Vienna, Austria
关键词
ortho-Lithiation; ipso-Substitution; Suzuki-Miyaura coupling; PRACTICAL ASYMMETRIC-SYNTHESIS; OPTICALLY-ACTIVE 2,2'-DIHALO-1,1'-BINAPHTHYLS; QUATERNARY AMMONIUM BROMIDES; DIRECTED ORTHO METALATION; CROSS-COUPLING REACTION; ALPHA-AMINO-ACIDS; 1,1'-BINAPHTHYL-2,2'-DICARBOXYLIC ACID; CHIRAL BINAPHTHALENES; BIDENTATE LIGANDS; FACILE SYNTHESIS;
D O I
10.1016/j.tetlet.2009.03.008
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Based on an ortho-lithiation protocol of 2,2'-dibromo-1,1'-binaphthyl four tetrasubstituted binaphthyls, 2,2'-dibromo-3,3'-diiodo-, 3,3'-dibromo-2,2'-diiodo-, 2,2',3,3'-tetrabromo-, and 2,2',3,3'-tetraiodo-1,1'-binaphthyls have been prepared in excellent yield which in turn proved to be versatile key intermediates in the synthesis of various 2,2',3,3'-tetrasubstituted 1,1'-binaphthyl derivatives. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2425 / 2429
页数:5
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