Prehispanolone analogs: Stereochemistry control at C-5 in the preparation of 1-oxaspiro[4,5]decane fused systems and related compounds

Authors
Basabe, P Estrella, A Marcos, IS Diez, D Lithgow, AM White, AJP Williams, DJ Urones, JG
Citation
P. Basabe et al., Prehispanolone analogs: Stereochemistry control at C-5 in the preparation of 1-oxaspiro[4,5]decane fused systems and related compounds, SYNLETT, (1), 2001, pp. 153-155
Citations number
16
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
1
Year of publication
2001
Pages
153 - 155
Database
ISI
SICI code
0936-5214(200101):1<153:PASCAC>2.0.ZU;2-M
Abstract
A new strategy for acid-catalyzed intramolecular epoxide ring-opening is de scribed for preparing grindelic acid derivatives. Proper functionalization of ring B allows stereochemical control for the epoxide and spiran carbons. The carbonyl group at C-7 allows the control of C-8 in the synthesis of pr ehispanolone analogues.