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Steric hindrance in synthesis: Dealkylation of hindered carboxylic esters via the action of organolithium reagents. synthetic and mechanistic aspects复制

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C Lion, JE Dubois, JA Macphee, Y Bonzougou
Tetrahedron, 1979
Elsevier
The reaction of n-propyllithium with a number of hindered aliphatic carboxylic esters in ether at 0° produces cleanly the corresponding carboxylic acid in satisfactory yields. This reaction represents a facile dealkylation of hindered carboxylic esters. The mechanistic aspects are briefly examined.

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