Catalytic Enantioselective Synthesis of Atropisomeric Indoles with an N-C Chiral Axis

被引：140

作者：

Ototake, Nobutaka ^{[1
]}

Morimoto, Yudai ^{[1
]}

Mokuya, Ayano ^{[1
]}

Fukaya, Haruhiko ^{[2
]}

Shida, Yasuo ^{[2
]}

Kitagawa, Osamu ^{[1
]}

机构：

[1] Shibaura Inst Technol, Dept Appl Chem, Koto Ku, Tokyo 1358548, Japan

[2] Tokyo Univ Pharm & Life Sci, Sch Pharm, Tokyo 1920392, Japan

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2010年 / 16卷 / 23期

关键词：

atropisomerism; enantioselectivity; indoles; palladium; phosphane ligands; NON-BIARYL ATROPISOMERS; ASYMMETRIC-SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; ANILIDES; BOND; CYCLOADDITION; DERIVATIVES; CYCLIZATION; ALLYLATION; RESOLUTION;

D O I：

10.1002/chem.201000243

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) A pivotal role: In the presence of (R)-(-)-5,5′-bis[di(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-4, 4′-bi-1,3-benzodioxole-PdCl2 [(R)-SEGPHOS-PdCl2], 5-endo-hydroaminocyclization of achiral ortho-alkynylanilines proceeds in an enantioselective manner to give optically active, axially chiral indoles (see scheme). © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：6752 / 6755

页数：4

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