A fast and efficient deprotection of aldehydes from acylals using a Wells-Dawson heteropolyacid catalyst (H6P2W18O62 • 24H2O)

被引:16
作者
Romanelli, GP
Autino, JC
Baronetti, G
Thomas, HJ
机构
[1] Univ Nacl La Plata, Fac Ciencias Exactas, Dept Quim, Lab Estudio Compuestos Organ, La Plata, Argentina
[2] Univ Nacl La Plata, Fac Ciencias Exactas, CINDECA, La Plata, Argentina
[3] Univ Buenos Aires, Fac Ingn, Dept Ingn Quim, RA-1053 Buenos Aires, DF, Argentina
关键词
acylal; aldehyde; 1,1-diacetate; heteropolyacid; protecting group; Wells-Dawson catalyst;
D O I
10.1081/SCC-200034783
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A rapid and efficient method for the deprotection of aldehyde l,l-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 l, l-diacetates). Reaction conditions involve short times and the use of toluene as the solvent; isolation is simple and the products are nearly pure.
引用
收藏
页码:3909 / 3914
页数:6
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