A one-step synthesis of ketonic compounds of the pentalane, [3,3,3]- and [4,3,3]-propellane series

3-Azatetracyclo[5.2.1.15,8.01,5]undecane Derivatives: From Wild-Type Inhibitors of the M2 Ion Channel of Influenza A Virus to Derivatives with Potent Activity against the V27A Mutant

“…Thus, we synthesized diacids 12c,d from easily available diketones 17c,d, following the synthetic sequence shown in Scheme 2 that we had previously developed for related bisnoradamantane derivatives. 27 To homologate diketones 17c-d, [28][29][30] they were transformed into a mixture of the corresponding bis-vinyl iodides syn-and anti-19c-d, via the corresponding bis-hydrazones, 18c-d, following the Barton procedure, in 41 and 56%, respectively, overall yield. [31][32] Then, palladium (0) catalyzed methoxycarbonylation of 19c-d afforded 20c-d in 62 and 64% yield, respectively, as a mixture of syn and anti regioisomers.…”

Photochemical cyclization of 4-methallyl-4-methylcyclopentenone. 220 MHz nuclear magnetic resonance spectra of tricyclo[3.3.0.02,7]octanes

“…16 13. A Wittig reaction yielded methylene ketone 17, which was fully characterized, and which on exposure to the acid conditions used with 10 gave the bicyclooctenones 15a,b.…”

Methyl 1-Hydroxy-2,4,6-trimethoxycarbonyl-3-oxo-1-cyclohexaneacetate

“…Later, Weiss and co-workers (Weiss & Edwards 1968;Weiss et al, 1976) reported that the reaction of (1) with 1,2-diketones leads to substituted bicyclo[3.3.0]-octanes. Later still, one of us reported that some 1,3-dialdehydes react with (1) to give bicyclo[3.3.1]nonanes instead of phenols (Sands, 1983).…”