Gold(I)-catalyzed synthesis of functionalized cyclopentadienes

被引:185
作者
Lee, Jun Hee [1 ]
Toste, F. Dean [1 ]
机构
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
关键词
allenes; cycloisomerization; cyclopentadienes; electrocyclic reactions; gold;
D O I
10.1002/anie.200604006
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) ... or a touch of gold: Electrocyclization of the pentadienyl cation produced on coordination of cationic phosphinegold(I) to vinyl allenes results in the regioselective formation of highly functionalized cyclopentadienes. The regioselectivity of the reaction is consistent with an intramolecular 1,2-hydrogen shift of a gold(I)-carbenoid intermediate (see scheme). © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
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页码:912 / 914
页数:3
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