The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 5,6-Dihydro-2H-pyran-2-one( cas:3393-45-1 ) is researched.Synthetic Route of C5H6O2.Gabriel, Pablo; Almehmadi, Yaseen A.; Wong, Zeng Rong; Dixon, Darren J. published the article 《A General Iridium-Catalyzed Reductive Dienamine Synthesis Allows a Five-Step Synthesis of Catharanthine via the Elusive Dehydrosecodine》 about this compound( cas:3393-45-1 ) in Journal of the American Chemical Society. Keywords: catharanthine synthesis reductive activation; isoquinuclidine preparation reductive activation. Let’s learn more about this compound (cas:3393-45-1).
A new reductive strategy for the stereo- and regioselective synthesis of functionalized isoquinuclidines has been developed. Pivoting on the chemoselective iridium(I)-catalyzed reductive activation of β,γ-unsaturated δ-lactams, the efficiently produced reactive dienamine intermediates readily undergo [4 + 2] cycloaddition reactions with a wide range of dienophiles, resulting in the formation of bridged bicyclic amine products. This new synthetic approach was extended to aliphatic starting materials, resulting in the efficient formation of cyclohexenamine products, and readily applied as the key step in the shortest (five-step) total synthesis of vinca alkaloid catharanthine to date, proceeding via its elusive biosynthetic precursor, dehydrosecodine.
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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI