Diastereoselective and Enantioselective Alleno-aldol Reaction of Allenoates with Isatins to Synthesis of Carbinol Allenoates Catalyzed by Gold

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• 作者：Gang Wang ; Xiaohua Liu ; Yushuang Chen ; Jian Yang ; Jun Li ; Lili Lin ; Xiaoming Feng
• 刊名：ACS Catalysis
• 出版年：2016
• 出版时间：April 1, 2016
• 年：2016
• 卷：6
• 期：4
• 页码：2482-2486
• 全文大小：373K
• ISSN：2155-5435

文摘

A new asymmetric alleno-aldol addition of allenic esters has been developed that allows the formation of trisubstituted and tetrasubstituted carbinol allenoates diastereoselectively and enantioselectively. The nucleophilic additions of achiral and racemic allenates to isatins proceed well in the presence of AuCl₃ and chiral N,N′-dioxide under mild reaction conditions. The results reported herein represent the first example of metal complex promoted γ-selective asymmetric addition of allenic esters to carbonyl compounds.