Efficient Synthesis of Spirocyclic Nucleosides via Michael Addition-Initiated Intermolecular Cyclopropanation Reaction

被引：0
|
作者：
Hao, Erjun [1 ]
Zhang, Qing [1 ]
Zhang, Qiying [1 ]
Qu, Guirong [1 ]
Yang, Xining [2 ]
Guo, Haiming [1 ]
机构：
[1] Henan Normal Univ, Sch Chem & Chem Engn, Collaborat Innovat Ctr Henan Prov Green Alan Fact, Henan Key Lab Organ Funct Mol & Drug Innovat, Xinxiang 453007, Henan, Peoples R China
[2] Xinxiang Tuoxin Pharmaceut Co Ltd, Xinxiang 453000, Henan, Peoples R China
来源：
CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 39卷 / 11期
基金：
中国国家自然科学基金;
关键词：
spirocyclic nucleoside; cyclopropanation reaction; alpha-chloro-cycloalkanone; RESTRICTION; ANALOGS; POTENT;
D O I：
10.6023/cjoc201904074
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient route to synthesize 2'-spiro[2-oxocyclopentyl]cyclopropyl nucleoside analogues via (KOBu)-Bu-t promoted Michael addition-initiated cyclopropanation reactions of alpha-thymine acrylates with a-chloro-cycloalkanones has been developed. A wide range of C(2')-spirocyclic modified nucleoside analogues were obtained with excellent diastereoselectivities (> 20:1) and good yields (up to 85%).
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收藏
页码：3237 / 3243
页数：7
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