Bis(4,5-dimethoxy-2-nitrophenyl)ethylene glycol: a new and efficient photolabile protecting group for aldehydes and ketones

被引:23
|
作者
Kantevari, S [1 ]
Narasimahji, CV [1 ]
Mereyala, HB [1 ]
机构
[1] Indian Inst Chem Technol, Organ Chem Div 2, Hyderabad 500007, Andhra Pradesh, India
关键词
protecting groups; cage compounds; photolysis; radical ions;
D O I
10.1016/j.tet.2005.04.007
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of a new photolabile protecting group, bis(4,5-dimethoxy-2-nitirophenyl)ethylene glycol (4) from 4,5-dimethoxy-2-nitrobenzyl alcohol in three steps in good yields is described. The acetals and ketals of 4 are stable against acidic and basic reaction conditions and are cleaved smoothly on irradiation at 350 and 400 nm with regeneration of carbonyl compounds in high yields and efficiency. (c) 2005 Published by Elsevier Ltd.
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页码:5849 / 5854
页数:6
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