Practical and stereoselective synthesis of a pentacyclic guanidine system:Synthetic studies toward ptilomycalin A and related compounds

Authors
Nagasawa, K Georgieva, A Nakata, T
Citation
K. Nagasawa et al., Practical and stereoselective synthesis of a pentacyclic guanidine system:Synthetic studies toward ptilomycalin A and related compounds, TETRAHEDRON, 56(2), 2000, pp. 187-192
Citations number
42
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
2
Year of publication
2000
Pages
187 - 192
Database
ISI
SICI code
0040-4020(20000107)56:2<187:PASSOA>2.0.ZU;2-0
Abstract
Symmetrical pentacyclic guanidine compounds 3a-c have been synthesized base d on the construction of 2,5-disubstituted pyrrolidines via sequential 1,3- dipolar cycloaddition and the formation of pentacyclic guanidine via guanyl ation followed by double N,O-acetalization. The present synthesis will prov ide a potential route for the synthesis towards ptilomycalin A (1) and 13,1 3,15-isocrambescidin 800 (2). (C) 1999 Elsevier Science Ltd. All rights res erved.