Catalytic Asymmetric Formal [4 + 1] Annulation Leading to Optically Active cis-Isoxazoline N-Oxides

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• 作者：Zugui Shi ; Bin Tan ; Wendy Wen Yi Leong ; Xiaofei Zeng ; Min Lu ; Guofu Zhong
• 刊名：Organic Letters
• 出版年：2010
• 出版时间：December 3, 2010
• 年：2010
• 卷：12
• 期：23
• 页码：5402-5405
• 全文大小：221K
• 年卷期：v.12,no.23(December 3, 2010)
• ISSN：1523-7052

文摘

The catalytic asymmetric synthesis of densely functionalized cis-isoxazoline N-oxides was realized with novel use of an organocatalyst, (S)-2-(azidodiphenylmethyl)pyrrolidine (4e) (Tan, B.; Zhu, D.; Zhang, L.; Chua, P. J.; Zeng, X.; Zhong, G. Chem.−Eur. J. 2010, 16, 3842; Olivares-Romero, J. L.; Juaristi, E. Tetrahedron 2008, 64, 9992), via an elegant formal [4 + 1] annulation strategy using readily available 2-nitroacrylates and α-iodoaldehydes.