Vanadium(III) chloride (VCl3):: Efficient reagent for the introduction of tetrahydrofuran-based acetal protecting groups for alcohols

被引:15
作者
Das, Biswanath [1 ]
Krishnaiah, Maddeboina [1 ]
Reddy, Vtukuri Saidi [1 ]
Laxminarayana, Keetha [1 ]
机构
[1] Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India
关键词
D O I
10.1002/hlca.200790223
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Treatment of different types of alcohols with tetrahydrofuran (THF) in the presence of VCl3 and CCl4 smoothly afforded the corresponding THF-based acetals in excellent yields. The reaction is fast at room temperature, and several functional groups are tolerated, with no racemization being observed. A radical mechanism, based on Cl3C center dot as the active species, is proposed for this novel kind of transformation, which complements the classical tetrahydro-2H-pyran-2-yl (THP) protocol.
引用
收藏
页码:2163 / 2166
页数:4
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