206869-83-2Relevant academic research and scientific papers
Total synthesis of cladoniamide G
Loosley, Benjamin C.,Andersen, Raymond J.,Dake, Gregory R.
, p. 1152 - 1154 (2013)
The total synthesis of cladoniamide G, a cytotoxic compound against MCF-7 breast cancer cells (10 μg/mL), was accomplished. Key steps in the sequence include oxidative dimerization of 3-acetoxy-5-chloroindole and a tandem process incorporating three steps
Synthesis of polysubstituted 1,3-cyclohexadicnes from β-branched α,β-alkenals and monoesters of ylidenemalonic acids
Nigmatov,Kornilova,Serebryakov
, p. 144 - 152 (2007/10/03)
3-Methyl- and 3-phenyl-2-butenal react with monoesters of alkylidene-, alkenylidene-, and arylmethylenemalonic acids in the presence of piperidine as the catalyst to give esters of 4,6-disubstituted 1,3-cyclohexadienecarboxylic acids in 23-96 % yields. Under the same conditions cyclohexylideneacetic aldehyde reacts with the monoesters of prenylidene- and benzylidenemalonic acid to afford mixtures of 1,8a-trans- and 1,8a-cis-isomers of 1-substituted alkyl 1,5,6,7,8,8a-hexahydronaphthalene-2-carboxylates, the ratios and configurations of which were determined by means of 1H NMR spectroscopy. In some cases the formation of cyclic dienes is impeded by the competing process of decarboxylation of acidic ylidenemalonates. The derivatives of 4,6-diphenyl-1,3-cyclohexadienecarboxylic acid were shown to be convenient precursors for the preparation of meta-terphenyls.
