Enantioselective Synthesis of 2,4,5-Trisubstituted Tetrahydropyrans via Peptide-Catalyzed Michael Addition Followed by Kishi’s Reductive Cyclization

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Description

An enantioselective synthesis of 2,4,5-trisubstituted tetrahydropyrans has been achieved in four steps from α,β-unsaturated ketones and dimethyl malonate by peptide-catalyzed asymmetric Michael addition and diastereoselective construction of tetrahydropyran rings by Kishi’s reductive cyclization as key steps. A variety of α,β-unsaturated ketones were converted to the 1,4-products with high enantioselectivities (83－98% ee).

Journal

  • HETEROCYCLES

    HETEROCYCLES 99 (2), 989-1002, 2018-11-22

    日本複素環化学研究所

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