Synthetic Communications p. 3909 - 3914 (2004)
Update date:2022-08-11
Topics:
Romanelli
Autino
Baronetti
Thomas
A rapid and efficient method for the deprotection of aldehyde 1,1-diacetates is described. The reaction was carried out using a Wells-Dawson type catalyst supported on silica. The catalyst, used in 1% molar quantity, is easily recoverable and reusable and maintains the activity after its use in four consecutive reaction batches. The yield of the deprotection was 92-100% (15 examples including nitrobenzaldehyde 1,1-diacetates). Reaction conditions involve short times and the use of toluene as the solvent; isolation is simple and the products are nearly pure.
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