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Bis(4,5-dimethoxy-2-nitrophenyl)ethylene glycol: a new and efficient photolabile protecting group for aldehydes and ketones
Authors:Srinivas Kantevari  Ch. Venkata Narasimhaji  Hari Babu Mereyala
Affiliation:Organic Chemistry Division-II, Indian Institute of Chemical Technology, Hyderabad 500 007, India
Abstract:Synthesis of a new photolabile protecting group, bis(4,5-dimethoxy-2-nitrophenyl)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.
Keywords:Protecting groups   Cage compounds   Photolysis   Radical ions
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