Gold(I)-Catalyzed Enantioselective Polycyclization Reactions

被引:162
作者
Sethofer, Steven G. [1 ]
Mayer, Timo [1 ]
Toste, F. Dean [1 ]
机构
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
关键词
POLYENE CYCLIZATION; REARRANGEMENTS; CYCLOISOMERIZATIONS; TRITERPENE; GOLD(I);
D O I
10.1021/ja103544p
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of enantioselective polycyclization reactions, catalyzed by a cationic bisphosphine gold complexes, are described. The polycyclization reactions, which employ an alkyne as an initiating group, begin with a gold-promoted 6-exo-dig cyclization and can be terminated with a variety of nucleophiles including carboxylic acids, phenols, sulfonamides, and electron-rich aryl groups. This method allows for the preparation of up to four bonds in a single operation with excellent diastereo- and enantioselectivity.
引用
收藏
页码:8276 / +
页数:3
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