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
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
收藏
页码:13323 / 13326
页数:4
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