N-Heterocyclic carbene catalyzed oxidative stannylation of aldehydes: a facile entry to organotin(IV) carboxylates
Title | N-Heterocyclic carbene catalyzed oxidative stannylation of aldehydes: a facile entry to organotin(IV) carboxylates |
Publication Type | Journal Article |
Year of Publication | 2013 |
Authors | Reddi, RN, Malekar, PV, Sudalai, A |
Journal | Tetrahedron Letters |
Volume | 54 |
Issue | 21 |
Pagination | 2679-2681 |
Date Published | MAY |
ISSN | 0040-4039 |
Keywords | Carboxylic acid stannanes, N-Heterocyclic carbene, Oxidative stannylation, oxygen, Tributyltin chloride |
Abstract | A simple protocol is described for the oxidative transformation of aldehydes to the corresponding organotin(IV) carboxylates in high yields (up to 90%) that utilizes atmospheric O-2 as the sole oxidant, N-heterocyclic carbene as catalyst (at 10 mol %), and tributyl tin chloride as stannylating agent. The uniqueness of the reaction lies in the direct conversion of aldehydes to the corresponding organotin(IV) carboxylates via stannylation of carboxylic acids, generated from the reaction of a Breslow intermediate with O-2. (c) 2013 Elsevier Ltd. All rights reserved. |
DOI | 10.1016/j.tetlet.2013.03.050 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 2.391 |
Divison category:
Chemical Engineering & Process Development