Rapid construction of complex tetracyclic frameworks via a gold(I)-catalyzed tandem 1,2-acyloxy migration/[3+2] cycloaddition/Friedel-Crafts type cyclization reaction of linear enynyl esters

被引:6
|
作者
Sun, Haiyu [1 ]
Xu, Shiyan [1 ]
Xing, Zhimin [1 ]
Liu, Lin [1 ]
Feng, Shangbiao [1 ]
Fang, Bowen [2 ]
Xie, Xingang [1 ]
She, Xuegong [1 ]
机构
[1] Lanzhou Univ, Dept Chem, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
[2] Northwest Univ Nationalities, Chem Engn Inst, Lanzhou 730030, Gansu, Peoples R China
来源
ORGANIC CHEMISTRY FRONTIERS | 2017年 / 4卷 / 11期
基金
美国国家科学基金会;
关键词
GOLD-CATALYZED CYCLOISOMERIZATION; MIGRATION/INTRAMOLECULAR 3+2 CYCLOADDITION; PROPARGYLIC ESTERS; PLATINUM CATALYSIS; ACCESS; REARRANGEMENT; CARBOXYLATES; MECHANISMS; 1,6-ENYNES; MIGRATION;
D O I
10.1039/c7qo00511c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient synthesis of complex tetracyclic compounds is developed which relies on a gold(I)-catalyzed tandem 1,2-acyloxy migration/[3 + 2] cycloaddition/Friedel-Crafts type cyclization reaction of linear enynyl esters. The reaction proceeds under extremely mild conditions in good to excellent yields (54%-88%) with a dr value of up to 20 : 1.
引用
收藏
页码:2109 / 2113
页数:5
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