Solvent-free catalytic preparation of 1,1-diacetates from aldehydes using a Wells-Dawson acid (H6P2W18O62•24H2O)

被引：111
|
作者：
Romanelli, GP
Thomas, HJ
Baronetti, GT
Autino, JC
机构：
[1] Natl Univ La Plata, Fac Ciencias Exactas, Dept Quim, LADECOR, RA-1900 La Plata, Argentina
[2] Natl Univ La Plata, Fac Ciencias Exactas, CONICET, Dept Quim,Dr Jorge J Ronco CINDECA, RA-1900 La Plata, Argentina
[3] Univ Buenos Aires, Fac Ciencias Exactas & Nat, Dept Ingn Quim, RA-1428 Buenos Aires, DF, Argentina
来源：
TETRAHEDRON LETTERS | 2003年 / 44卷 / 06期
关键词：
protecting group; aldehyde; 1,1-diacetate; acylal; heteropolyacid; Wells-Dawson catalyst;
D O I：
10.1016/S0040-4039(02)02817-4
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Aromatic and aliphatic aldehydes are transformed in 1,1-diacetates (acylals) in mild conditions, by a treatment with acetic anhydride and a Wells-Dawson acid (H6P2W18O62.24H(2)O)- gem-Diacetylation proceeds in Ac2O with a little as 1% mol Wells-Dawson acid at room temperature and under solventless conditions, obtaining very good to excellent yields (88-98%) of 1,1-diacetates (19 examples). Neither 4-dimethylaminobenzaldehyde nor ketones react under the same conditions. (C) 2003 Elsevier Science Ltd. All rights reserved.
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页码：1301 / 1303
页数：3
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