SELECTIVE O-ACYLATION OF SILYL ENOL ETHERS WITH ACID HALIDES MEDIATEDBY A COPPER(I) SALT

Authors
ITO H ISHIZUKA T TATEIWA J HOSOMI A
Citation
H. Ito et al., SELECTIVE O-ACYLATION OF SILYL ENOL ETHERS WITH ACID HALIDES MEDIATEDBY A COPPER(I) SALT, Tetrahedron letters, 39(35), 1998, pp. 6295-6298
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
35
Year of publication
1998
Pages
6295 - 6298
Database
ISI
SICI code
0040-4039(1998)39:35<6295:SOOSEE>2.0.ZU;2-N
Abstract
A new selective synthetic method of enol esters (O-acylated products) from silyl enol ether and acid chloride in the presence of CuCl is des cribed. This reaction proceeds smoothly in DMI (1,3-dimethyl-2-imidazo lidinone) but not in a less polar solvent. The silicon-copper exchange reaction pathway is proposed for this transformation as in the cases of hydrosilane and alkynylsilane which were previously reported. (C) 1 998 Elsevier Science Ltd. All rights reserved.