Rapid Chemoselective Deprotection of Benzyl Esters by Nickel Boride
Jitender M. Khurana*, Reema Arora
*Department of Chemistry, University of Delhi, Delhi 110007,
India, Email: jmkhurana1
yahoo.co.in
J. M. Khurana, R. Arora, Synthesis, 2009, 1127-1130.
Abstract
Benzyl esters of various acids can be chemoselectively cleaved on treatment with nickel boride in methanol at ambient temperature to give the parent carboxylic acids in high yields. Esters such as methyl, ethyl, tert-butyl, and trityl esters as well as benzyl ethers, tert-butyl ethers, and N-benzylamides remain unaffected under these conditions.
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Key Words
benzyl esters, chemoselectivity, carboxylic acids, cleavage, nickel boride, sodium borohydride
ID: J66-Y2009-1060
