Acetals 1, 7 and 8, in the presence of the mixed metal base LICKOR, undergo deprotonation and elimination reactions, affording enol ethers intermediates. Further hydrogen-metal exchange at the α-vinyl site of elimination products gives α-metalated species that yield, by reaction with epoxides, homoallyl alcohols. Experimental procedures are given for the conversion of the unsaturated species into the
1,1-Diethoxybut-2-ene as a Precursor of (2-Hydroxyethyl)-Substituted Alkoxy Dienes: Convenient Intermediates for a New Synthesis of 2-Substituted and 2,6-Disubstituted Tetrahydro-4H-pyran-4-ones
作者:Cristina Prandi、Paolo Venturello
DOI:10.1021/jo00091a048
日期:1994.6
Prandi C., Venturello P., J. Org. Chem, 59 (1994) N 12, S 3494-3496