Mechanistic Insights into the Gold-Catalyzed Cycloisomerization of Bromoallenyl Ketones: Ligand-Controlled Regioselectivity

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• 作者：Yuanzhi Xia ; Alexander S. Dudnik ; Vladimir Gevorgyan ; Yahong Li
• 刊名：Journal of the American Chemical Society
• 出版年：2008
• 出版时间：June 4, 2008
• 年：2008
• 卷：130
• 期：22
• 页码：6940 - 6941
• 全文大小：421K
• 年卷期：v.130,no.22(June 4, 2008)
• ISSN：1520-5126

文摘

Through computational and experimental studies, the mechanisms of gold-catalyzed cycloisomerization of bromoallenyl ketones in toluene have been elucidated. The divergent 1,2-migrations for the Au(I)- and Au(III)-catalyzed reactions have been investigated, and the results confirmed that the regiochemistry is ligand-dependent in cases of Au(PR₃)L (L = Cl, OTf, BF₄, and SbF₆) catalysts.