Formation of Carbon-Carbon Bonds via Quinone Methide-Initiated Cyclization Reactions
摘要:
p-Quinone methides were found to be excellent electrophilic cyclization initiators for the formation of six-membered rings. Cyclizations to form five- and seven-membered rings were also studied. Oxidation of 2,6-disubstituted phenols with Ag2O afforded the corresponding quinone methides. A wide range of cyclization terminators/nucleophiles were found to be effective in the cyclizations, including: allylsilane, beta-keto esters, furan, pyrrole, indole, and a number of alkenes. The yields of the cyclizations were generally high.
Cationic cyclization reactions initiated by stabilized benzyl cations
作者:Steven R. Angle、Michael S. Louie
DOI:10.1016/s0040-4039(00)76185-5
日期:1989.1
The in situ generation of stabilized benzylcations and their subsequent use in cyclization reactions with a monosubstituted benzene, a furan and a β-keto ester terminators is described.
作者:Steven R. Angle、Michael S. Louie、Heather L. Mattson、Wenjin Yang
DOI:10.1016/s0040-4039(00)72713-4
日期:1989.1
A study on the reactivity of para-quinonemethides in intramolecular cyclizationreactions is presented. The para-quinonemethides were isolated and completely characterized prior to cyclization. A furan, a pyrrole and a mono-alkyl substituted benzene were used as cyclization terminators.