Organocatalytic Double Ugi Reaction with Statistical Amplification of Product Enantiopurity: A Linker Cleavage Approach To Access Highly Enantiopure Ugi Products

被引：18

作者：

Feng, Qi-Yun

Zhu, Jieping

Wang, Mei-Xiang

Tong, Shuo

机构：

[1] Key Laboratory of Bioorganic Phosphorous and Chemical Biology, Ministry of Education, Tsinghua University, Beijing

[2] Laboratory of Synthesis and Natural Products, Institute of Chemical Sciences and Engineering, Ecole Poltechnique Fédérale de Lausanne EPFL-SB-ISIC-LSPN, BCH 5304, Lausanne

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 02期

基金：

中国国家自然科学基金;

关键词：

MULTICOMPONENT REACTIONS; FUNCTIONALIZATION; ISOCYANIDES; PURITY;

D O I：

10.1021/acs.orglett.9b04239

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Here we report an organocatalytic double Ugi reaction combining the enantioselective process and ee enhancement in a single operation to afford the chiral Ugi products with very high ee values. Both bisisocyanides and bisanilines tethered by carbonate and diester, respectively, were designed to accomplish this double multicomponent reaction that formed 10 new chemical bonds (4 C-N, 2 C-C, 2 C-O, and 2 N-H bonds). The strategy was further applied for the fast construction of an enantiomerically enriched macrocycle.

引用

页码：483 / 487

页数：5

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