Electrophilic activation and cycloisomerization of enynes: A new route to functional cyclopropanes

被引:337
作者
Bruneau, C [1 ]
机构
[1] Univ Rennes 1, CNRS, Inst Chim, UMR 6509, F-35042 Rennes, France
关键词
carbocycles; cyclization; enynes; isomerization; transition metals;
D O I
10.1002/anie.200462568
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:2328 / 2334
页数:7
相关论文
共 44 条
[1]   The behavior of 1,n-enynes in the presence of transition metals [J].
Aubert, C ;
Buisine, O ;
Malacria, M .
CHEMICAL REVIEWS, 2002, 102 (03) :813-834
[2]   A NOVEL PTCL4-CATALYZED CYCLOREARRANGEMENT OF ALLYL PROPYNYL ETHERS TO 3-OXABICYCLO[4.1.0]HEPTENES [J].
BLUM, J ;
BEERKRAFT, H ;
BADRIEH, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (17) :5567-5569
[3]   Functionalized carbo- and heterocycles via Pt-catalyzed asymmetric alkoxycyclization of 1,6-enynes [J].
Charruault, L ;
Michelet, V ;
Taras, R ;
Gladiali, S ;
Genêt, JP .
CHEMICAL COMMUNICATIONS, 2004, (07) :850-851
[4]   Construction of novel polycyclic ring systems by transition-metal-catalyzed cycloisomerization of ene-ene-ynes. Interception of a carbenoid intermediate in skeletal reorganization of enynes [J].
Chatani, N ;
Kataoka, K ;
Murai, S ;
Furukawa, N ;
Seki, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (35) :9104-9105
[5]   Introduction: Cyclopropanes and related rings [J].
de Meijere, A .
CHEMICAL REVIEWS, 2003, 103 (04) :931-932
[6]   Non-stabilized transition metal carbenes as intermediates in intramolecular reactions of alkynes with alkenes [J].
Echavarren, AM ;
Nevado, C .
CHEMICAL SOCIETY REVIEWS, 2004, 33 (07) :431-436
[7]   Asymmetric cycloisomerization of 1,6-and 1,7-enynes by transition-metal catalysts [J].
Fairlamb, IJS .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (09) :1048-1052
[8]   Platinum-catalyzed cycloisomerization reactions of enynes [J].
Fürstner, A ;
Stelzer, F ;
Szillat, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (48) :11863-11869
[9]   Novel rearrangements of enynes catalyzed by PtCl2 [J].
Fürstner, A ;
Szillat, H ;
Stelzer, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (28) :6785-6786
[10]   PtCl2-catalyzed cycloisomerizations of 5-En-1-yn-3-ol systems [J].
Harrak, Y ;
Blaszykowski, C ;
Bernard, M ;
Cariou, K ;
Mainetti, E ;
Mouriès, V ;
Dhimane, AL ;
Fensterbank, L ;
Malacria, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (28) :8656-8657