Mechanism of the gold-catalyzed cyclopropanation of alkenes with 1,6-enynes

被引:71
|
作者
Perez-Galan, Patricia [1 ]
Herrero-Gomez, Elena [1 ]
Hog, Daniel T. [1 ]
Martin, Nolwenn J. A. [1 ]
Maseras, Feliu [1 ,2 ]
Echavarren, Antonio M. [1 ,3 ]
机构
[1] Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
[2] Univ Autonoma Barcelona, Dept Quim, Bellaterra 08193, Spain
[3] Univ Rovira & Virgili, Dept Quim Analit & Quim Organ, Tarragona 43007, Spain
关键词
CARBENE COMPLEXES; (2-FURYL)CARBENE COMPLEXES; SKELETAL REARRANGEMENTS; PLATINUM CATALYSIS; METAL COMPOUNDS; ENYNES; CYCLOISOMERIZATION; OLEFINS; ALKYNES; COPPER;
D O I
10.1039/c0sc00335b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The gold(I)-catalyzed intermolecular cyclopropanation of alkenes with 1,6-enynes is an electrophilic process, which is mechanistically related to the well-known Simmons-Smith reaction proceeding through zinc carbenoids. This cyclopropanation is stereospecific, even in cases where the reaction was found to proceed stepwise.
引用
收藏
页码:141 / 149
页数:9
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