Gold(I)-Catalyzed Enantioselective Hydroamination of N-Allenyl Carbamates

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• 作者：Zhibin Zhang ; Christopher F. Bender ; Ross A. Widenhoefer
• 刊名：Organic Letters
• 出版年：2007
• 出版时间：July 19, 2007
• 年：2007
• 卷：9
• 期：15
• 页码：2887 - 2889
• 全文大小：66K
• 年卷期：v.9,no.15(July 19, 2007)
• ISSN：1523-7052

文摘

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Treatment of the N-4,5-hexadienyl carbamate 2a with a catalytic 1:2 mixture of [(S)-1]Au₂Cl₂ [(S)-1 = (S)-3,5-t-Bu-4-MeO-MeOBIPHEP] andAgClO₄ in m-xylene at -40 C for 24 h led to isolation of 2-vinylpyrrolidine 3a in 97% yield with 81% ee. Gold(I)-catalyzed enantioselectivehydroamination was effective for a number of carbamate groups and tolerated terminal disubstitutution of the allenyl moiety.