0000000000671673
AUTHOR
Roberto Lozano
A short synthesis of dimethyl tricyclo[3.3.0.0 3,7 ]octane‐1,5‐dicarboxylate and its 3,7‐dimethyl derivative. A new route to the tricyclo[3.3.0.0 3,7 ]octane skeleton
Five-step syntheses of dimethyl tricyclo[3.3.0.03,7]octane-1,5-dicarboxylate (13) and its 3,7-dimethyl derivative 14 from the readily available cis-bicyclo[3.3.0]octane-3,7-diones 1 and 2, respectively, are described. The key-step implies the iodine oxidation of the bis-enolate derived from the corresponding dimethyl cis-bicyclo-[3.3.0]octane-3,7-dicarboxylates 11 and 12, thus being developed a new synthetic entry into the tricyclo[3.3.0.03,7]octane skeleton. Also, some attempts to synthesize diester 13 by using known methodology for the synthesis of compounds containing this tricyclic skeleton are described. Eine kurze Synthese von Tricyclo [3.3.0.03,7]octan-1,5-dicarbonsaure-dimethylester…
A new synthetic entry into the tricyclo[3.3.0.03,7] octane skeleton
Abstract A short synthesis of dimethyl tricyclo[3.3.0.03,7] octane-1,5-dicarboxylate, 13 , and its 3,7-dimethyl-derivative, 14 , by iodine oxidation of the bis-enolate derived from the corresponding dimethyl cis -bicyclo[3.3.0] octane-3,7-dicarboxylate, 11 or 12 , is described.