1,2,3,4-tetrahydro-1-naphthyl ester as a selective protecting group for carboxylic acids

Authors
Slade, CJ Pringle, CA Sumner, IG
Citation
Cj. Slade et al., 1,2,3,4-tetrahydro-1-naphthyl ester as a selective protecting group for carboxylic acids, TETRAHEDR L, 40(30), 1999, pp. 5601-5604
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
30
Year of publication
1999
Pages
5601 - 5604
Database
ISI
SICI code
0040-4039(19990723)40:30<5601:1EAASP>2.0.ZU;2-6
Abstract
The carboxylic acid functionality can be protected as the 1,2,3,4-tetrahydr o-1-naphthyl ester, which can be selectively cleaved in the presence of ary l and alkyl esters using chlorotrimethylsilane and sodium iodide in acetoni trile. This protecting group allows room temperature deprotection under ess entially neutral conditions throughout the cleavage reaction. (C) 1999 Else vier Science Ltd. All rights reserved.