SELECTIVE ACETYLATION OF PRIMARY ALCOHOLS - ACETYL AND FORMYL TRANSFER-REACTIONS WITH COPPER(II) SALTS

Citation
N. Iranpoor et al., SELECTIVE ACETYLATION OF PRIMARY ALCOHOLS - ACETYL AND FORMYL TRANSFER-REACTIONS WITH COPPER(II) SALTS, Synthetic communications, 28(11), 1998, pp. 1923-1934
Citations number
54
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00397911
Volume
28
Issue
11
Year of publication
1998
Pages
1923 - 1934
Database
ISI
SICI code
0039-7911(1998)28:11<1923:SAOPA->2.0.ZU;2-V
Abstract
The efficient esterification of primary and secondary alcohols in acet ic acid was achieved in the presence of Cu(NO3)(2) . 3H(2)O in high yi elds. Selective acetylation of primary in the presence of secondary hy droxyl groups in excellent yields were performed in EtOAc. Formylation of primary and secondary alcohols was also achieved easily in ethyl f ormate. High retention of configuration was observed in the acetylatio n and formylation of (-) menthol in the presence of Cu(NO3)(2) . 3H(2) O and Cu(OAc)(2) . H2O.