Electrophilic activation of allenenes and allenynes: analogies and differences between Bronsted and Lewis acid activation

被引:55
作者
Caneque, Tatiana [1 ]
Truscott, Fiona Mary [1 ]
Rodriguez, Raphael [1 ]
Maestri, Giovanni [1 ,2 ]
Malacria, Max [1 ,3 ]
机构
[1] CNRS, ICNS UPR2301, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France
[2] Univ Parma, Dipartimento Chim, I-43124 Parma, Italy
[3] Univ Paris 06, IPCM UMR, Inst Parisienne Chim Mol, F-75005 Paris, France
关键词
GOLD-CATALYZED CYCLOISOMERIZATION; NAZAROV CYCLIZATION; ASYMMETRIC CYCLOPENTANNELATION; CHIRAL AUXILIARY; INTRAMOLECULAR CYCLOADDITION; 1,5-ALLENYNES; CARBOCYCLIZATION; STEREOCHEMISTRY; ALLENEDIENES; GENERATION;
D O I
10.1039/c4cs00023d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This Tutorial Review summarizes recent examples of electrophilic activation of allenes with particular focus on analogies and differences between Lewis and Bronsted acid activation of these versatile substrates. The aim of this article is to present a general overview of the possibilities offered to chemists using complementary modes of catalysis and to emphasize advantages and limitations of each approach, thereby providing a means to expand the scope of this powerful synthetic methodology.
引用
收藏
页码:2916 / 2926
页数:11
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