THE SYNTHESIS OF 4-AMINOCARBONYLMETHOXY TRINEMS

Authors
BERTANI B DIFABIO R GHIRON C PERBONI A ROSSI T THOMAS RJ ZARANTONELLO P
Citation
B. Bertani et al., THE SYNTHESIS OF 4-AMINOCARBONYLMETHOXY TRINEMS, Tetrahedron, 53(44), 1997, pp. 15011-15028
Citations number
30
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
44
Year of publication
1997
Pages
15011 - 15028
Database
ISI
SICI code
0040-4020(1997)53:44<15011:TSO4T>2.0.ZU;2-R
Abstract
The synthesis of 4-aminocarbonylmethoxy trinems was accomplished throu gh Lewis acid catalysed opening of an epoxide intermediate with allyl glycolate, followed by deallylation, activation of the free acid via t he 2-pyridyl thiolester and reaction with a series of trimethylsilylam ines. An alternative route involving a rhodium-catalysed diazoacetate insertion was also successfully exploited. (C) 1997 Elsevier Science L td.