Efficient Synthesis of E-α-Haloenones Through Chemoselective Alkyne Activation Over Allene with Triazole−Au Catalysts

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• 作者：Dawei Wang ; Xiaohan Ye ; Xiaodong Shi
• 刊名：Organic Letters
• 出版年：2010
• 出版时间：May 7, 2010
• 年：2010
• 卷：12
• 期：9
• 页码：2088-2091
• 全文大小：204K
• 年卷期：v.12,no.9(May 7, 2010)
• ISSN：1523-7052

文摘

The E-α-haloenones were prepared through a triazole−Au complex (TriA−Au) catalyzed propargyl acetate rearrangement and sequential allene halogenation. The reactions proceeded with only 1% catalyst loading, giving the challenging kinetic products in excellent yields and good to excellent stereoselectivity. These results not only provided the first example for the synthesis of challenging kinetic E-haloenones, but also revealed triazole−Au complexes as effective catalysts in promoting chemoselective activation of alkynes over allenes.