Gold-Catalyzed endo-Cyclizations of 1,4-Diynes to Seven-Membered Ring Heterocycles

被引：81

作者：

Wilckens, Kristina ^{[1
]}

Uhlemann, Marcus ^{[1
]}

Czekelius, Constantin ^{[1
]}

机构：

[1] Free Univ Berlin, Inst Chem & Biochem, D-14195 Berlin, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2009年 / 15卷 / 48期

关键词：

alkynes; asymmetric catalysis; gold; nitrogen heterocycles; oxygen heterocycles; ENANTIOSELECTIVE INTRAMOLECULAR HYDROAMINATION; INTERMOLECULAR HYDROAMINATION; CHIRALITY TRANSFER; CYCLOISOMERIZATION; ALLENES; REARRANGEMENT; HYDROALKOXYLATION; CYCLOPROPANATION; 1,5-ALLENYNES; ACTIVATION;

D O I：

10.1002/chem.200901702

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

"Chemical Equation Presented" endo-Ruie for gold: A highly endoselective gold-catalyzed cycloisomerization of 1,4-diynes was developed. By employing electron-rich phosphines and N-heterocyclic carbenes as ligands, a number of 1,4-diynes could be cyclized in a desymmetrizing fashion to form dihydrodioxepines and enantiomerically enriched tetrahydrooxazepines (see scheme). © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：13323 / 13326

页数：4