Diverse cyclization catalyzed by In(OTf)3 for the convergent assembly of substituted tetrahydrofurans and tetrahydropyrans

被引：94
|
作者：
Loh, TP [1 ]
Hu, QY [1 ]
Tan, KT [1 ]
Cheng, HS [1 ]
机构：
[1] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
来源：
ORGANIC LETTERS | 2001年 / 3卷 / 17期
关键词：
D O I：
10.1021/ol016228o
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
[GRAPHICS] A novel In(OTf)(3)-catalyzed (3,5) oxonium-ene type cyclization for the facile construction of various multisubstituted tetrahydrofurans and tetrahydropyrans was successfully developed. Further mechanistic investigations unveiled an ln(OTf)(3)-catalyzed skeletal reorganization of the tetrahydrofuran to its thermodynamic isomer under thermal conditions.
引用
收藏
页码：2669 / 2672
页数：4
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