Synthesis of highly substituted spiropyrrolidines via 1,3-dipolar cycloaddition reaction of N-metalated azomethine ylides

Authors
Subramaniyan, G Raghunathan, R
Citation
G. Subramaniyan et R. Raghunathan, Synthesis of highly substituted spiropyrrolidines via 1,3-dipolar cycloaddition reaction of N-metalated azomethine ylides, TETRAHEDRON, 57(14), 2001, pp. 2909-2913
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
14
Year of publication
2001
Pages
2909 - 2913
Database
ISI
SICI code
0040-4020(20010402)57:14<2909:SOHSSV>2.0.ZU;2-7
Abstract
3-Arylidene-4-chromanones undergo regioselective 1,3-dipolar cycloaddition reactions with N-metalated azomethine ylides derived from aromatic aldimine s of glycine methyl ester in the presence of silver acetate and triethylami ne to give spiropyrrolidine derivatives in good yield. X-Ray crystal struct ure analysis of one of the products confirms the structure and regiochemist ry of the cycloadditions. (C) 2001 Elsevier Science Ltd. All rights reserve d.