Missing cyclization pathways and new rearrangements unveiled in the gold(I) and platinum(II)-catalyzed cyclization of 1,6-enynes

被引:93
作者
Ferrer, Catalina [1 ]
Raducan, Mihai [1 ]
Nevado, Cristina [1 ]
Claverie, Christelle K. [1 ]
Echavarren, Antonio M. [1 ]
机构
[1] Inst Chem Res Catalonia ICIQ, E-43007 Tarragona, Spain
关键词
gold; platinum; enynes; cyclizations; rearrangements;
D O I
10.1016/j.tet.2007.02.122
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cyclopropyl metal carbenes formed in the 6-endo-dig cyclization may evolve to form seven-membered ring intermediates. This has been achieved for the first time by using highly electrophilic platinum(II) and gold(I) complexes. Gold(I) also triggers a remarkable rearrangement of certain enynes leading to complex cyclic systems. A new cationic platinacycle is described, which catalyzes skeletal rear-rangements and other reactions of enynes at room temperature. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6306 / 6316
页数:11
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