Gold-catalyzed deoxygenated cyclization of cis-2,4-dien-1-als with regioselective addition of two nucleophiles.: One-pot synthesis of highly functionalized cyclopentene framework

被引:66
|
作者
Lin, Chung-Chang [1 ]
Teng, Tse-Min [1 ]
Odedra, Arjan [1 ]
Liu, Rai-Shung [1 ]
机构
[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu, Taiwan
关键词
CYCLOISOMERIZATION; 1,6-ENYNES; 1,5-ENYNES; COMPLEXES;
D O I
10.1021/ja069171f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report a new gold-catalyzed deoxygenated cyclization of cis-2,4-dien-1-als with external nucleophiles at ambient temperatures, which leads to a 1,4-double nucleophilic addition to the newly formed cyclopentene ring. The use of this cyclization is reflected not only by its compatibility with a wide scope of nucleophiles, but also by a facile construction of complex frameworks in diversified approaches.
引用
收藏
页码:3798 / +
页数:3
相关论文
共 2 条
  • [1] Gold-Catalyzed Deoxygenative Nazarov Cyclization of 2,4-Dien-1-als for Stereoselective Synthesis of Highly Substituted Cyclopentenes
    Lin, Chung-Chang
    Teng, Tse-Min
    Tsai, Chung-Chih
    Liao, Hsin-Yi
    Liu, Rai-Shung
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (48) : 16417 - 16423
  • [2] Diversity-oriented synthesis of functionalized 1-aminopyrroles by regioselective zinc chloride-catalyzed, one-pot 'Conjugate Addition/Cyclization' reactions of 1,3-bis(silyl enol ethers) with 1,2-diaza-1,3-butadienes
    Karapetyan, Vahuni
    Mkrtchyan, Satenik
    Schmidt, Andreas
    Attanasi, Orazio A.
    Favi, Gianfranco
    Mantellini, Fabio
    Villinger, Alexander
    Fischer, Christine
    Langer, Peter
    ADVANCED SYNTHESIS & CATALYSIS, 2008, 350 (09) : 1331 - 1336