O-Methoxycarbonyl cyanohydrin as a new protective group for carbonyls

Citation
D. Berthiaume et D. Poirier, O-Methoxycarbonyl cyanohydrin as a new protective group for carbonyls, TETRAHEDRON, 56(33), 2000, pp. 5995-6003
Citations number
26
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
33
Year of publication
2000
Pages
5995 - 6003
Database
ISI
SICI code
0040-4020(20000811)56:33<5995:OCAANP>2.0.ZU;2-K
Abstract
O-Methoxycarbonyl cyanohydrin, a new protective group of carbonyls, was pre pared in high yields by an efficient one-step procedure using methyl cyanof ormate and a secondary alkylamine at room temperature. Herein, we report ef ficient methods for the formation and cleavage of the protective group. Als o, the ability of different types of carbonyls to be protected and the prot ective group's behavior under different chemical conditions were studied. ( C) 2000 Elsevier Science Ltd. All rights reserved.