Asymmetric catalysis in the [2+2+2] cycloaddition of arynes and alkynes:: Enantioselective synthesis of a pentahelicene

被引：84

作者：

Caeiro, Jorge ^{[1
]}

Pena, Diego ^{[1
]}

Cobas, Agustin ^{[1
]}

Perez, Dolores ^{[1
]}

Guitian, Enrique ^{[1
]}

机构：

[1] Univ Santiago de Compostela, Fac Quim, Dept Quim Organ, Santiago De Compostela 15782, Spain

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2006年 / 348卷 / 16-17期

关键词：

arynes; asymmetric catalysis; 2+2+2] cycloaddition; helicenes; palladium;

D O I：

10.1002/adsc.200600319

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The use of BINAP-based palladium(0) catalysts in the reaction of 7-methoxy-1,2-didehydronaphthalene (2) and dimethyl acetylenedicarboxylate (DMAD) affords non-racemic 9,12-dimethoxypentahelicene I with reasonable ees, among other cycloaddition products. This is the first example of an enantioselective, metal-catalyzed cycloaddition involving arynes.

引用

页码：2466 / 2474

页数：9

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