AN ASYMMETRIC APPROACH TO THE PYRROLIZIDINE RING-SYSTEM VIA N-ACETYL AND N-PROPIONYL ANION CYCLIZATION PROCESSES

Authors
MURRAY A PROCTOR GR MURRAY PJ
Citation
A. Murray et al., AN ASYMMETRIC APPROACH TO THE PYRROLIZIDINE RING-SYSTEM VIA N-ACETYL AND N-PROPIONYL ANION CYCLIZATION PROCESSES, Tetrahedron letters, 36(2), 1995, pp. 291-294
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
2
Year of publication
1995
Pages
291 - 294
Database
ISI
SICI code
0040-4039(1995)36:2<291:AAATTP>2.0.ZU;2-O
Abstract
An efficient route to the pyrrolizidine ring system has been developed . The method, which uses N-acetyl and N-propionyl anion cyclisation re actions as the key steps has provided the natural pyrrolizidines (-)-( 1R,8S)-1-hydroxy-pyrrolizidine (10), (-)-pyrrolizidin-1-ene-3-one (13) , (+/-)-trachelanthamidine (18) together with a range of 2-methyl subs tituted pyrrolizidine-3-ones.