Synthesis of 2,3,5,6-tetrasubstituted tetrahydropyrans via (3,5)-oxonium-ene reaction

被引：16
|
作者：
Saha, Pipas [1 ]
Bhunia, Anup [1 ]
Saikia, Anil K. [1 ]
机构：
[1] Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, Assam, India
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2012年 / 10卷 / 12期
关键词：
MAITLAND-JAPP REACTION; DIELS-ALDER REACTIONS; PRINS-CYCLIZATION; STEREOSELECTIVE-SYNTHESIS; ONE-POT; DIASTEREOSELECTIVE SYNTHESIS; LEWIS-ACID; CONSTRUCTION; RINGS; REARRANGEMENT;
D O I：
10.1039/c2ob06832j
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient method for the synthesis of 2,3,5,6-tetrasubstituted tetrahydropyrans has been developed from the reaction of aldehydes and ethyl 2-(1-hydroxyalkyl/hydroxy(phenyl)methyl)-5-methylhex-4-enoate using (3,5)-oxonium-ene reaction promoted by boron trifluoride etherate in good yields under mild conditions.
引用
收藏
页码：2470 / 2481
页数：12
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