Stereoselective, One-Pot, Three-Component Synthesis of 4-Aryltetrahydropyrans from Epoxides via Prins Cyclization Reaction

被引：14
作者：
Indukuri, Kiran [1 ]
Bondalapati, Somasekhar [1 ]
Kotipalli, Trimurtulu [1 ]
Gogoi, Paramartha [1 ]
Saikia, Anil K. [1 ]
机构：
[1] Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, India
来源：
SYNLETT | 2012年 / 02期
关键词：
stereoselective; Prins cyclization; epoxide; homoallylic alcohol; boron trifluoride etherate; tetrahydropyran; FRIEDEL-CRAFTS REACTION; MEDIATED CROSS-CYCLIZATION; ALPINIA-BLEPHAROCALYX; EPICALYXIN-F; CALYXIN-I; DIARYLHEPTANOIDS; DERIVATIVES; REARRANGEMENT; ALDEHYDES; ALCOHOLS;
D O I：
10.1055/s-0031-1290080
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A three-component, one-pot synthesis of 4-aryltetrahydropyrans from epoxides and homoallylic alcohols in arenes via Prins-Friedel-Crafts reaction, mediated by boron trifluoride etherate, has been developed. The reaction is diastereoselective and gives only all-cis diastereomers in moderate to good yields.
引用
收藏
页码：233 / 238
页数：6
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