Organocatalytic Asymmetric Synthesis of an Advanced Intermediate of (+)-Sarain A
Organocatalytic Asymmetric Synthesis of an Advanced Intermediate of (+)-Sarain A
复制标题
( )-Sarain A 高级中间体的有机催化不对称合成
DOI：
10.1002/chem.202004261
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发表时间：
2021
期刊：
影响因子：
--
通讯作者：
Huang Pei-Qiang
中科院分区：
文献类型：
--
作者：
Hu Xiu-Ning;Wu Dong-Ping;Xu Ye-Peng;Huang Pei-Qiang
首次实现了（+）-sarain A高级中间体的有机催化不对称合成。这种方法的特点是采用有机催化的不对称迈克尔加成反应和氮-碳手性转移来形成三个手性中心，以及催化氢化硅烷化来化学选择性还原关键内酰胺中间体。三环中间体含有用于制备（+）-sarain A所需的所有官能团。
The first organocatalytic asymmetric synthesis of an advanced intermediate of (+)‐sarain A was achieved. This approach featured the employment of an organocatalytic asymmetric Michael addition reaction and a nitrogen‐to‐carbon chirality transfer to forge three chiral centers, as well as a catalytic hydrosilylation for the chemoselective reduction of a key lactam intermediate. The tricyclic intermediate contained all the required functionalities for elaborating into (+)‐sarain A.