NITROLYSIS OF CARBOXYLIC t-BUTYL AND 1-ADAMANTYL ESTERS
STRAZZOLINI, Paolo
•
Dall’Arche M. G
•
Giumanini A. G.
1998
Periodico
TETRAHEDRON LETTERS
Abstract
A cheap, less problematic, efficient and selective reagent for the removal of the t-butyl and 1-adamantyl protecting groups from carboxylic esters was found to be commercial 100% HNO3 in CH2Cl2. Incidentally, 1,1-dimethylethyl nitrate and tricyclo[3.3.1.1(3,7)]dec-1-yl (1-adamantyl) nitrate are coproducts in a clean reaction. The procedure is in many ways superior to the method employing CF3COOH.
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