Enantioselective Total Synthesis and Absolute Configuration Assignment of (+)-Tronocarpine by an Asymmetric Michael/Aldol Reaction

被引：0

作者：

Tan, Dong-Xing ^{[1
,2
]}

Zhou, Jie ^{[1
,3
]}

Liu, Chao-You ^{[1
]}

Han, Fu-She ^{[1
,2
]}

机构：

[1] CAS Key Lab of High-Performance Synthetic Rubber and Its Composite Materials, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, 5625 Renmin Street, Jilin, Changchun,130022, China

[2] University of Science and Technology of China, Anhui, Hefei,230026, China

[3] The University of Chinese Academy of Sciences, Beijing,100864, China

来源：

Advanced Materials | 2020年 / 59卷 / 10期

基金：

中国国家自然科学基金;

关键词：

Enantioselectivity;

D O I：

10.1002/ANGE.201914868

中图分类号：

学科分类号：

摘要：

We present die first asymmetrictotalsyntfiesis and iû>solute configuration tletermination of (+)-tnmocarpine, The [6.5.7.6.6] pentacyctic core was constructed at an early stage by using a sequential cyclization strategy Omnigfi a newly developed analytic asymmetric Michaei/aklol cascade to build die azu[3.3.1]-bridged cycle and a ttuidem reduction/fiemiamidation procedure to assemble tfie seven-m embered lactam The side-chain functionalities were incorporated at a late stage by several appropriately orchestrated manipulations under mild conditions The synthesis of enantiomerically pure (+)-tronocorpine was achieved through a 20-step longest linear sequence from trypiamine. © 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：3862 / 3867

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