CYCLOPENTANNELATION REACTION FOR RAPID ASSEMBLY OF MULTIFUNCTIONAL PRODUCTS - (D,L)-DESEPOXYMETHYLENOMYCIN A METHYL-ESTER

Citation
Ma. Tius et al., CYCLOPENTANNELATION REACTION FOR RAPID ASSEMBLY OF MULTIFUNCTIONAL PRODUCTS - (D,L)-DESEPOXYMETHYLENOMYCIN A METHYL-ESTER, Synthetic communications, 24(6), 1994, pp. 871-885
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00397911
Volume
24
Issue
6
Year of publication
1994
Pages
871 - 885
Database
ISI
SICI code
0039-7911(1994)24:6<871:CRFRAO>2.0.ZU;2-5
Abstract
The scope of the alkoxyallene cationic cyclopentannelation reaction ha s been examined. Non-hydrogen substituents at both C4 and C5 were requ ired for synthetically useful yields. Whereas the cyclization appeared to be subject to steric constraints, it was relatively insensitive to electronic effects. An efficient synthesis of (d,l)- , desepoxymethyl enomycin A methyl ester has been described.