手性催化不对称[4 + 1]环加成反应构建光学活性顺式异噁唑啉 N-氧化物。
Catalytic asymmetric formal [4 + 1] annulation leading to optically active cis-isoxazoline N-oxides.
机构信息
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore 637371.
出版信息
Org Lett. 2010 Dec 3;12(23):5402-5. doi: 10.1021/ol102181r. Epub 2010 Oct 19.
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.
新型手性有机催化剂(S)-2-(叠氮二苯甲基)吡咯烷（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）通过一种巧妙的形式[4 + 1]环加成策略，使用易得的 2-硝基丙烯酰胺和α-碘代醛，实现了稠合功能化顺式异噁唑啉 N-氧化物的催化不对称合成。
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