An efficient approach to the synthesis of 3-vinylidene tetrahydropyrans via Prins-type cyclization

被引：15
|
作者：
Dziedzic, M [1 ]
Lipner, G [1 ]
Furman, B [1 ]
机构：
[1] Polish Acad Sci, Inst Organ Chem, PL-01224 Warsaw, Poland
来源：
TETRAHEDRON LETTERS | 2005年 / 46卷 / 40期
关键词：
propargylsilanes; tetrahydropyrans; Prins cyclization;
D O I：
10.1016/j.tetlet.2005.08.014
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Lewis acid-catalyzed intramolecular reactions of oxocarbenium ions with propargylsilanes are described. The results obtained indicate that trimethylsilyl trifluoromethanesulfonate (TMSOTf) efficiently catalyses cyclization leading to the corresponding 3-vinylidene tetrahydropyrans in high yield as single isomers. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6861 / 6863
页数：3
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