Inai, Makoto; Ouchi, Hitoshi; Asahina, Aya; Asakawa, Tomohiro; Hamashima, Yoshitaka; Kan, Toshiyuki published the artcile< Practical total syntheses of acromelic acids A and B>, Name: 3-Bromo-2-chloro-6-methoxypyridine, the main research area is natural product acromelic acid total regioselective enantioselective synthesis pyrrolidine; reductive amination ortho lithiation bromination dichloropyridine; nitroalkene asym conjugate addition ketoester nickel catalyst epimerization.
Practical total syntheses of acromelic acids A and B, which were scarce natural products isolated from toxic mushroom by Shirahama and Matsumoto, were accomplished in 13 (36% total yield) and 17 steps (6.9% total yield), resp., from 2,6-dichloropyridine. Beginning with regioselective transformation of sym. 2,6-dichloropyridine by either ortho-lithiation or bromination, nitroalkenes (I) (R1 = CO2Me, OMe; R2 = OMe, CO2t-Bu) were provided. Stereoselective construction of the vicinal stereocenters at the C-3, 4 positions of acromelic acids A and B was performed by a Ni-catalyzed asym. conjugate addition of α-ketoesters to the nitroalkenes. Construction of the pyrrolidine ring was accomplished in a single operation via a sequence consisting of reduction of the nitro group, intramol. condensation with the ketone, and reduction of the resulting ketimine.
Chemical & Pharmaceutical Bulletin published new progress about Amino acids Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 777931-67-6 belongs to class pyridine-derivatives, and the molecular formula is C6H5BrClNO, Name: 3-Bromo-2-chloro-6-methoxypyridine.