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
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.