Diels–Alder reactions of an elusive 1,3-butadiene bearing 2-carboxy and 4-alkoxy substituents
A reactive diene, ethyl 2-methylene-4-(pent-3-oxy)but-2-enoate, bearing electron-withdrawing carboxy and electron-donating pentoxy substituents is prepared and trapped in situ by a variety of dienophiles to form [4+2] cycloaddition products. Diels–Alder reaction of this diene with fumarate esters gives multiply substituted cyclohexenes that are useful for building the scaffold of oseltamivir.
Chen, Szu-Han,Chang, Che-Hsuan,Fang, Jim-Min
supporting information
p. 4293 - 4296
(2016/09/09)
REACTION OF α,β-DIBROMOSUCCINIC ESTER WITH TRIETHYLAMINE
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Prosyanik, A. V.,Moskalenko, A. S.,Bondarenko, S. V.,Markov, V. I.