Tandem in situ generation of azomethine ylides and base sensitive nitroethylene dipolarophiles

Citation
I. Fejes et al., Tandem in situ generation of azomethine ylides and base sensitive nitroethylene dipolarophiles, TETRAHEDRON, 56(4), 2000, pp. 639-644
Citations number
47
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
4
Year of publication
2000
Pages
639 - 644
Database
ISI
SICI code
0040-4020(20000121)56:4<639:TISGOA>2.0.ZU;2-U
Abstract
We have studied the behaviour of 2-acetoxy-nitroethane derivatives in the p resence of triethylamine and of an azomethine ylide generated also by the a ction of this base in the same reaction mixture. Under these conditions the nitro-olefins are generated and react in situ with the corresponding dipol es, giving pyrrolidine derivatives in moderate to good yields. (C) 2000 Els evier Science Ltd. All rights reserved.