ol6b03276_si_003.cif (1.55 MB)

Lewis Acid Catalyzed Diastereoselective Cycloaddition Reactions of Donor–Acceptor Cyclopropanes and Vinyl Azides: Synthesis of Functionalized Azidocyclopentane and Tetrahydropyridine Derivatives

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posted on 03.01.2017, 17:10 by Raghunath Dey, Prabal Banerjee
Lewis acid catalyzed [3 + 2]-cycloaddition reaction of donor–acceptor cyclopropanes with vinyl azides has been developed to obtain diastereomerically enriched azidocyclo­pentane derivatives. In addition, thermal chemoselective ring expansion of azidocyclo­pentanes to tetrahydro­pyridine derivatives and further diastereospecific reduction to a substituted piperidine derivative, with an excellent yield, was also achieved.