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Author(s): Oksdath-Mansilla G; Peneenory AB
Title: Simple and efficient deprotection of 1,3-dithianes and 1,3-dithiolanes by copper(II) salts under solvent-free conditions
Source: TETRAHEDRON LETTERS 48 (35): 6150-6154
Date: 2007 AUG 27
Document Type: Journal : Article
DOI:
Language: English
Comment:
Address: Univ Nacl Cordoba, Fac Ciencias Quim, Dept Quim Organ, INFIQC, RA-5000 Cordoba, Argentina.
Reprint: Peneenory, AB, Univ Nacl Cordoba, Fac Ciencias Quim, Dept Quim Organ,
INFIQC, Ciudad Univ, RA-5000 Cordoba, Argentina. E-mail: penenory@fcq.unc.edu.ar
Author Keywords: thioacetals; solid state synthesis; copper(II) salts; oxidation;
cleavage; ultrasound
KeyWords Plus: SOLID-STATE DEPROTECTION; IODOXYBENZOIC ACID IBX; CARBONYL-COMPOUNDS;
HIGHLY EFFICIENT; ORGANIC-SYNTHESIS; PROTECTING GROUPS; MILD;
THIOACETALS; DETHIOACETALIZATION; DITHIOACETALS
Abstract: Aerobic solid state deprotection of 1,3-dithianes and 1,3-dithiolanes of aromatic and aliphatic aldehydes and ketones has been performed in excellent yields by Cu(NO3)(2)center dot 2.5H(2)O in the presence of montmorillonite K10 clay and sonic waves at room temperature. These dethioacetalizations proceed more slowly but efficiently under catalytic conditions by using 20% of the copper(II) salt with K10 clay and sonication. (c) 2007 Elsevier Ltd. All rights reserved.
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