Organocatalytic Asymmetric Synthesis of an Advanced Intermediate of (+)-Sarain A

被引：2

作者：

Hu, Xiu-Ning ^{[1
]}

Wu, Dong-Ping ^{[1
]}

Xu, Ye-Peng ^{[1
]}

Huang, Pei-Qiang ^{[1
]}

机构：

[1] Xiamen Univ, Coll Chem & Chem Engn, Dept Chem, Fujian Prov Key Lab Chem Biol, Xiamen 361005, Fujian, Peoples R China

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2021年 / 27卷 / 02期

基金：

国家重点研发计划; 中国国家自然科学基金;

关键词：

alkaloids; asymmetric Michael addition; asymmetric synthesis; chirality transmission; organocatalysis; ENANTIOSELECTIVE TOTAL-SYNTHESIS; TRICYCLIC CORE; SARAIN-A; SECONDARY-AMINES; CONSTRUCTION; CYCLOADDITION; ALKALOIDS; REARRANGEMENT; METATHESIS; CATALYST;

D O I：

10.1002/chem.202004261

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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.

引用

页码：609 / 613

页数：5

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