4.6 Article

Iron Trichloride-Mediated Cascade React ion of Aminosugar Derivatives for the Synthesis of Fused Tetrahydroisoquinoline-Tetrahydrofuran Systems br

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ACS OMEGA
卷 7, 期 43, 页码 39061-39070

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AMER CHEMICAL SOC
DOI: 10.1021/acsomega.2c04804

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  1. Departmento de Quimica Organica, Universidad de La Laguna
  2. Ministerio de Ciencia, Innovacion y Universidades
  3. Universidad de La Laguna

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A method has been developed to synthesize tetrahydroisoquinolines (THIQs) fused to tetrahydrofuran rings from aminosugar derivatives. This method involves the deprotection of benzyl ethers followed by a double-cyclization sequence using FeCl3 as the sole reagent, allowing for the construction of novel fused polycyclic heterocycles with precise stereochemical control.
A method to obtain tetrahydroisoquinolines (THIQs) fused to tetrahydrofuran rings from aminosugar derivatives has been developed. The procedure relies on a key deprotection of benzyl ethers followed by a double-cyclization sequence, using FeCl3 as the sole reagent. This tandem reaction affords the construction of novel fused polycyclic heterocycles with total stereochemical control.

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