2018-02-042018-02-042016-05-170018-019Xhttp://hdl.handle.net/2133/10498A straightforward approach toward 6-bromo-2-isopropylidenecoumaranone, a potential intermediate toward alkaloid TMC 120-B, pseudodeflectusin, and other natural products, was reported. The synthetic sequence involved the reaction of 3-bromosalicylaldehyde with chloroacetone and cyclization of the resulting ether to a 2-acetylcoumaranol intermediate. This was followed by sequential methyl Grignard addition and Jones’ oxidation to the corresponding coumaranone, which was dehydrated to the final product with the methanesulfonyl chloride/pyridine reagent. The protection of the coumaranol as the corresponding THP-ether resulted in improved product yields.application/pdf398 - 404engopenAccess6-Bromo-2-isopropylidenecoumaranoneTMC-120BPseudodeflectusinNatural Product SynthesisProlinemediated CyclizationarticleUniversidad Nacional de RosarioWileyPergomet, Jorgelina LeonorKaufman, Teodoro SaúlBracca, Andrea Beatriz Juana