BINOL-phosphoric acids-catalyzed furylogous pinacol rearrangement of 1-[5-(hydroxy-diaryl-methyl)-furan-2-yl]-cyclobutanols into spiro cyclopentanones

被引:9
作者
Fei, Chengcheng [2 ]
Liu, Jianchao [1 ]
Peng, Hui [1 ]
Jiang, Dingxin [2 ]
Yin, Biaolin [1 ]
机构
[1] South China Univ Technol, Key Lab Funct Mol Engn Guangdong Prov, Sch Chem & Chem Engn, Guangzhou 510640, Guangdong, Peoples R China
[2] South China Agr Univ, Lab Insect Toxicol, Key Lab Nat Pesticide & Chem Biol, Minist Educ, Guangzhou 510642, Guangdong, Peoples R China
基金
中国国家自然科学基金;
关键词
Ring-expansion; Furans; Cyclopentanones; Pinacol rearrangement; SPIROACETAL-ENOL ETHERS; FURAN RING; FURFURAL TOSYLHYDRAZONES; DEAROMATIZATION; ACCESS; TONGHAOSU; INDOLES; CONSTRUCTION; DEHYDRATION; STRATEGY;
D O I
10.1016/j.tet.2018.10.022
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A BINOL-phosphoric acid-catalyzed furylogous Pinacol rearrangement is developed. This reaction produces spiro cyclopentanone in good yields under mild conditions. The enantioselective version of this reaction is also investigated using chiral phosphoric acid (CPA) as the catalyst. (C) 2018 Published by Elsevier Ltd.
引用
收藏
页码:6939 / 6945
页数:7
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