Nucleophilic ring opening of imidazolone activated donor-acceptor cyclopropanes with alcohols

被引：5
|
作者：
Ikonnikova, Viktoria A. [1 ,2 ]
Zhigileva, Ekaterina A. [1 ,3 ]
Kuleshov, Andrei, V [1 ,3 ]
Shirokova, Vasilissa V. [1 ,2 ]
Baranov, Mikhail S. [1 ]
Mikhaylov, Andrey A. [1 ]
机构：
[1] Russian Acad Sci, MM Shemyakin Yu A Ovchinnikov Inst Bioorgan Chem, Moscow 117997, Russia
[2] DI Mendeleev Univ Chem Technol Russia, Higher Chem Coll, Russian Acad Sci, Moscow 125047, Russia
[3] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119991, Russia
来源：
MENDELEEV COMMUNICATIONS | 2021年 / 31卷 / 05期
基金：
俄罗斯科学基金会;
关键词：
donor-acceptor cyclopropanes; spirocyclic compounds; imidazolones; alcohols; nucleophilic ring opening; DERIVATIVES; ACID;
D O I：
10.1016/j.mencom.2021.09.021
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Imidazolone-activated donor-acceptor cyclopropanes undergo alcohol-assisted ring opening under the co-action of p-toluenesulfonic acid. Under the optimized conditions, cyclopropanes and alcohols are coupled in 1,3-fashion with the retention of heterocyclic fragment. Substrates with aromatic donor groups provide the addition products in 75-99% yields as mixtures of two diastereomers.
引用
收藏
页码：657 / 658
页数：2
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