Synthesis of tetrahydrofurans via silicon promoted Pummerer type reaction

被引:5
|
作者
Raghavan, S [1 ]
Rajender, A [1 ]
Rasheed, MA [1 ]
Reddy, SR [1 ]
机构
[1] Indian Inst Chem Technol, Organ Div 1, Hyderabad 500007, Andhra Pradesh, India
关键词
tetrahydrofurans; Pummerer rearrangement; sulfoxide; t-butyldiphenylchlorosilane;
D O I
10.1016/j.tetlet.2003.09.062
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel, unprecedented transformation of 8-hydroxysulfoxides into substituted tetrahydrofurans by a silicon promoted Pummerer type reaction is disclosed. The transformation is shown to be general and is brought about under very mild reaction conditions. The products with the Sulfide group at the anomeric carbon provide a suitable handle to carry out further transformations. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8253 / 8256
页数:4
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