GENERATION AND SUBSEQUENT CYCLOADDITION CHEMISTRY OF ALPHA-AMINO ISOBENZOFURANS FORMED BY CATIONIC CYCLIZATION

Authors
KAPPE CO COCHRAN JE PADWA A
Citation
Co. Kappe et al., GENERATION AND SUBSEQUENT CYCLOADDITION CHEMISTRY OF ALPHA-AMINO ISOBENZOFURANS FORMED BY CATIONIC CYCLIZATION, Tetrahedron letters, 36(51), 1995, pp. 9285-9288
Citations number
28
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
51
Year of publication
1995
Pages
9285 - 9288
Database
ISI
SICI code
0040-4039(1995)36:51<9285:GASCCO>2.0.ZU;2-Z
Abstract
The alpha-thiocarbocation generated from the Pummerer reaction of an o -amido substituted sulfoxide is intercepted by the adjacent carbonyl g roup to produce an alpha-amino isobenzofuran as a transient intermedia te which undergoes a subsequent Diels-Alder cycloaddition with added d ienophiles.