Asymmetric Synthesis of Medium-Sized Rings by Intramolecular Au(I)-Catalyzed Cyclopropanation

被引:207
作者
Watson, Iain D. G. [1 ]
Ritter, Stefanie [1 ]
Toste, F. Dean [1 ]
机构
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
关键词
ENE-TYPE CYCLIZATION; STEREOSELECTIVE OLEFIN CYCLOPROPANATION; CATALYZED CYCLOISOMERIZATION; ENANTIOSELECTIVE SYNTHESIS; MACROCYCLE FORMATION; PROPARGYL ACETATES; GOLD CATALYSIS; PLATINUM; ALKYNES; ENYNES;
D O I
10.1021/ja8085005
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient method for the asymmetric gold (I)-catatyzed preparation of medium sized rings has been developed. The method provides 7- to 9-membered rings in excellent yield. High enantioselectivities can be achieved for 7- and 8-membered ring products employing chiral gold(I) complexes. The results provide insight into the mechanism, showing the fluxional nature of gold (I)-stabilized vinyl carbenoid intermediates.
引用
收藏
页码:2056 / +
页数:3
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