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Please login or sign up for a free trial to access the full content. Method 3: Transition-Metal-Catalyzed Oxidations

DOI: 10.1055/sos-SD-020-00724

Yus, M.; Nájera, C.; Chinchilla, R.Science of Synthesis, (200720786.

Long-chain alkyl alkanoates 37 can be prepared quantitatively by heating the corresponding primary alcohols at temperatures above 180°C in the presence of a catalytic amount of copper(II) oxide (Scheme 10).[‌84‌] Reduced copper catalysts can also be used in the oxidative condensation of primary alcohols.[‌85‌,‌86‌] Moreover, esters 37 can be prepared from the corresponding alcohols by the use of a catalytic amount of benzyltrimethylammonium tetrabromo(oxo)molybdate in benzene containing tert-butyl hydroperoxide as a reoxidant (Scheme 10); the corresponding methyl esters are obtained when methanol is used as the solvent.[‌87‌]

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