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- W3136846868 abstract "We report herein an enantioselective conjugate addition reaction of a zinc homoenolate, catalytically generated via ring opening of a cyclopropanol, to an α,β-unsaturated ketone. The reaction is promoted by a zinc aminoalkoxide catalyst generated from Et2Zn and a chiral β-amino alcohol to afford 1,6-diketones, which undergo, upon heating, intramolecular aldol condensation to furnish highly substituted cyclopentene derivatives with good to high enantioselectivities. The reaction has proved applicable to various 1-substituted cyclopropanols as well as chalcones and related enones. The chiral amino alcohol has proved to enable ligand-accelerated catalysis of the homoenolate generation and its conjugate addition. Positive nonlinear effects and lower reactivity of a racemic catalyst have been observed, which can be attributed to a stable and inactive heterochiral zinc aminoalkoxide dimer." @default.
- W3136846868 created "2021-03-29" @default.
- W3136846868 creator A5024512544 @default.
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- W3136846868 date "2021-03-16" @default.
- W3136846868 modified "2023-10-16" @default.
- W3136846868 title "Enantioselective Conjugate Addition of Catalytically Generated Zinc Homoenolate" @default.
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- W3136846868 doi "https://doi.org/10.1021/jacs.1c00869" @default.
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