CYCLIZATION OF RHODIUM CARBENOIDS USING ESTER AND AMIDO CARBONYL GROUPS

Authors
CURTIS EA WORSENCROFT KJ PADWA A
Citation
Ea. Curtis et al., CYCLIZATION OF RHODIUM CARBENOIDS USING ESTER AND AMIDO CARBONYL GROUPS, Tetrahedron letters, 38(19), 1997, pp. 3319-3322
Citations number
25
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
19
Year of publication
1997
Pages
3319 - 3322
Database
ISI
SICI code
0040-4039(1997)38:19<3319:CORCUE>2.0.ZU;2-G
Abstract
Carbonyl ylide dipoles derived from diazoacetyl esters underwent 4 pi- electrocyclization to furnish bicyclic epoxides. Reaction of related a lpha-diazoketo amides with rhodium(II) carboxylate catalysts resulted in cyclization on both the oxygen and nitrogen atoms of the amido grou p to give carbonyl and ammonium ylides. (C) 1997 Elsevier Science Ltd.