Amino Acid Salts Catalyzed Asymmetric Aldol Reaction of Tryptanthrin: A Straightforward Synthesis of Phaitanthrin A and Its Derivatives

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• 作者：Guowei Kang ; Zhenli Luo ; Chongxing Liu ; Hang Gao ; Quanquan Wu ; Huayue Wu ; Jun Jiang
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：September 20, 2013
• 年：2013
• 卷：15
• 期：18
• 页码：4738-4741
• 全文大小：311K
• 年卷期：v.15,no.18(September 20, 2013)
• ISSN：1523-7052

文摘

The first asymmetric synthesis of (S)-Phaitanthrin A and its derivatives via a catalytic aldol reaction of Tryptanthrin and ketones is described, in which the cheap, easily prepared natural amino acid salts exhibited unique catalytic ability; importantly, this methodology tolerates a range of substrates with different substitution patterns. Moreover, the synthetic utility of this strategy was further illustrated by a gram-scale synthesis of Phaitanthrin A.