A Simple Method for the Selective Deprotection ofp-Methoxybenzyl Ethers by Cerium(III) Chloride Heptahydrate and Sodium Iodide.
نویسندگان
چکیده
منابع مشابه
A mild and efficient method for the selective deprotection of silyl ethers using KF in the presence of tetraethylene glycol.
A mild and efficient protocol for the deprotection of silyl ethers using KF in tetraethylene glycol is reported. A wide range of alcoholic silyl ethers can be selectively cleaved in high yield in the presence of certain acid- and base-labile functional groups. Moreover, the phenolic silyl ethers were cleaved exclusively, without affecting the alcoholic silyl ethers, at room temperature.
متن کاملOxidative photoredox catalysis: mild and selective deprotection of PMB ethers mediated by visible light.
Herein we report an advancement in the application of visible light photoredox catalysts in the oxidation of electron-rich arenes resulting in the selective deprotection of para-methoxybenzyl (PMB) ethers. This method is highlighted by excellent functional group tolerance, protecting group orthogonality, mild reaction conditions and avoidance of stoichiometric redox byproducts.
متن کاملChemoselective deprotection of triethylsilyl ethers.
An efficient and selective method was developed for the deprotection of triethylsilyl (TES) ethers using formic acid in methanol (5-10%) or in methylene chloride 2-5%) with excellent yields. TES ethers are selectively deprotected to the corresponding alcohols in high yields using formic acid in methanol under mild reaction conditions. Other hydroxyl protecting groups like t-butyldimethylsilyl (...
متن کاملAmmonium Decatungstocerate(IV): An Efficient Catalyst for the Protection and Deprotection of Tetrahydropyranyl Ethers
In multi-step organic syntheses, the protection and deprotection of tetrahydropyranyl (THP) ethers is one of the most frequently used methods. Over the years, different methods have been used from various catalytic systems for the protection of hydroxyl groups as THP ethers and their deprotection. Herein we have reported that various alcohols and phenols have been efficiently converted to the c...
متن کاملtert-Butyl Ethers: Renaissance of an Alcohol Protecting Group. Facile Cleavage with Cerium(III) Chloride/Sodium Iodide
The tert-butoxy derivative is one of the most underused alcohol protecting groups. After having developed an easy and useful protocol for its introduction, we offer here a simple procedure for its removal by treatment with anhydrous CeCl3 and NaI in CH3CN. The procedure led to the successful cleavage of aliphatic and aromatic tert-butyl ethers and was compatible with various other functionaliti...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: The Journal of Organic Chemistry
سال: 2000
ISSN: 0022-3263,1520-6904
DOI: 10.1021/jo0040238