Tetrahedron Letters

NiCl 2· 6H 2 O/NaBH 4 in methanol: a mild and efficient strategy for chemoselective deallylation/debenzylation of aryl ethers

M Chouhan, K Kumar, R Sharma, V Grover, VA Nair

Index: Chouhan, Mangilal; Kumar, Kapil; Sharma, Ratnesh; Grover, Vikas; Nair, Vipin A. Tetrahedron Letters, 2013 , vol. 54, # 34 p. 4540 - 4543

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Citation Number: 8

Abstract

Selective protection and deprotection of functional groups is an art and challenge in the synthesis of complex organic molecules. Of the various kinds of protections available for alcohols/phenols, 1 and 2 ethers are widely preferred owing to their stability towards nucleophiles and bases. A number of reagents are used to cleave primary alkyl aryl ethers such as BBr 3 , 3 EtSNa/DMF, 4 TMSI 5 and BCl 3 /n-Bu 4 NI. 6 Although simple alkyl groups serve as ...