Enantioselective synthesis of cis-1,2-dialkyl substituted cyclopentanoid and isoprostane building blocks via 6-exo-trigonal radical cyclizations

Authors
Zanoni, G Re, S Meriggi, A Castronovo, F Vidari, G
Citation
G. Zanoni et al., Enantioselective synthesis of cis-1,2-dialkyl substituted cyclopentanoid and isoprostane building blocks via 6-exo-trigonal radical cyclizations, TETRAHEDR-A, 12(12), 2001, pp. 1785-1792
Citations number
29
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
12
Issue
12
Year of publication
2001
Pages
1785 - 1792
Database
ISI
SICI code
0957-4166(20010716)12:12<1785:ESOCSC>2.0.ZU;2-P
Abstract
Two different 6-exo-trigonal cyclizations of enantiomerically enriched 6-he ptenyl radicals readily afforded versatile synthetic precursors of cis-1,2- dialkyl substituted cyclopentane derivatives. Starting from one of these in termediates, we accomplished an enantiospecific formal synthesis of two imp ortant isoprostanes, namely 15-F-2c-IsoP and ent-15-F-2c-IsoP. (C) 2001 Els evier Science Ltd. All rights reserved.