Palladium-catalyzed stereoselective (3+2) cycloaddition of vinylethylene carbonates with cyclic N-sulfonyl ketimines

文献类型： 外文期刊

第一作者： Gao, Xing

作者： Gao, Xing;Zhu, Dongyu;Jiang, Feng;Liao, Jianning;Guo, Hongchao;Gao, Xing;Zhu, Dongyu;Jiang, Feng;Liao, Jianning;Guo, Hongchao;Wang, Wei;Wu, Yongjun;Zheng, Lufei;Guo, Hongchao

作者机构：

期刊名称：ORGANIC & BIOMOLECULAR CHEMISTRY （ 影响因子：3.412； 五年影响因子：3.134 ）

ISSN： 1477-0520

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收录情况： SCI

摘要： A diastereoselective (3 + 2) cycloaddition of N-sulfonyl ketimines with vinylethylene carbonates (VECs) in the presence of Pd(2)dba(3)center dot CHCl3 and PPh3 has been developed. The reaction of various substituted VECs and diverse cyclic N-sulfonyl ketimines proceeded smoothly under mild conditions, giving highly functionalized oxazolidine frameworks in good to excellent yields with moderate to good diastereoselectivities. With the use of spiroketal-based diphosphine SKP as a chiral ligand, an asymmetric version of the current (3 + 2) cycloaddition was achieved, and chiral products were obtained in >99% ee in most cases.

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