130024, Peoples Republic of ChinaThree Lewis acid catalysed reactions used in a synthesis of the tricyclic core of the marine anti-inflammatory pseudopterosins are reported; the reductive cleavage of an oxirane with inversion, the cyclisation of an a-hydroxy ketenedithioacetal to an arene, and a stereoselective annulation using an allylic sulfone as the electrophile.
SummaryIridium(I) complexes 1, containing bidentate phosphines, and 3, with arsine ligands, are generated in situ. These species mediate hydrogen isotope exchange in a variety of aromatic substrates including benzyl ketones. Although the catalytic activities of complexes 1 and 3 are generally unexceptional, a logical step leads to the use of [ethylene-1,2-bis(diphenylarsine)](cyclooctadiene)iridium(I) tetrafluoroborate (5), which is an efficient catalyst for both aryl and benzyl ketones, and mediates exchange to a substantial extent in other substrates also.
[carboxyl-(14) C]Celivarone was synthesised from barium [(14) C]carbonate with overall radiochemical yields in the range 49-53%. The synthetic route involves [(14) C]carbonylation methodology, which both decreased the number of synthetic steps and increased the yields obtained from previous synthetic routes.
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