beta-Silyl Acrylates in Asymmetric [3+2] Cycloadditions Affording Pyrrolidine Azasugar Derivatives
beta-Silyl Acrylates in Asymmetric [3+2] Cycloadditions Affording Pyrrolidine Azasugar Derivatives
复制标题
不对称 [3 2] 环加成中的 β-丙烯酸甲硅烷基酯提供吡咯烷 Azasugar 衍生物
DOI：
10.1021/acs.orglett.8b01430
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发表时间：
2018
期刊：
影响因子：
5.2
通讯作者：
Deng Wei Ping
中科院分区：
文献类型：
--
作者：
Tian Fei;He Fu Sheng;Deng Hua;Yang Wu Lin;Deng Wei Ping
A highly efficient copper(I)-catalyzed asymmetric 1,3-dipolar cycloaddition of azomethine ylides with 3-silyl unsaturated esters has been developed, providing elegant access to chiral 3-silylpyrrolidine derivatives bearing contiguous stereogenic centers in moderate-to-excellent yields (up to 99%) with high diastereo- and enantioselectivities (dr up to >99:1; ee up to 96%). Notably, the 3-silylpyrrolidines can easily be converted to pyrrolidine azasugar derivatives with potential biological activities by the reduction of two ester groups and carbon–silicon bond oxidation.
