An unprecedented and highly chemoselective esterification method

Citation
Asy. Lee et al., An unprecedented and highly chemoselective esterification method, TETRAHEDR L, 42(2), 2001, pp. 301-303
Citations number
18
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
2
Year of publication
2001
Pages
301 - 303
Database
ISI
SICI code
0040-4039(20010108)42:2<301:AUAHCE>2.0.ZU;2-N
Abstract
A series of carboxylic acids was transformed to their corresponding methyl esters under CBr4/CH3OH (0.05 eq., 5 ml) reaction conditions. The rate of e sterification is decreased with increasing bulkiness of the alcohol. Chemos electivity can be achieved between phenylacetic and benzoic acids, sp(3)-C and sp(2)-C acids as well as between sp3-C and sp-C tethered carboxylic aci ds. (C) 2000 Elsevier Science Ltd. All rights reserved.