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• W2955377633 endingPage "1240" @default.
• W2955377633 startingPage "1235" @default.
• W2955377633 abstract "Use of chiral solvents in asymmetric synthesis as a sole source of enantioselection remains largely unexplored in organic synthesis. We found that the use of a helical macromolecular catalyst of which helical chirality is dynamically formed in chiral solvents allowed several mechanistically different reactions to proceed with high enantioselectivity. In this system, the chirality of the solvent, such as limonene, induces a configurational imbalance to the helical macromolecular scaffold of the catalyst, and in turn to the reaction products through palladium-catalyzed asymmetric reactions including Suzuki-Miyaura cross-coupling (up to 98% ee), styrene hydrosilylation (up to 95% ee), and silaboration (up to 89% ee). Not only enantiomerically pure limonene but also limonene with low enantiomeric excesses induce single-handed helical structures with majority-rule-based amplification of homochirality. The helical conformation of the macromolecular catalyst was retained even in the absence of limonene in the solid state, enabling asymmetric cross-coupling in achiral solvent with high enantioselectivity." @default.
• W2955377633 created "2019-07-12" @default.
• W2955377633 creator A5011928915 @default.
• W2955377633 creator A5024847639 @default.
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• W2955377633 date "2019-07-03" @default.
• W2955377633 modified "2023-10-16" @default.
• W2955377633 title "Asymmetric Catalysis in Chiral Solvents: Chirality Transfer with Amplification of Homochirality through a Helical Macromolecular Scaffold" @default.
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• W2955377633 doi "https://doi.org/10.1021/acscentsci.9b00330" @default.
• W2955377633 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/6661863" @default.
• W2955377633 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/31404214" @default.
• W2955377633 hasPublicationYear "2019" @default.
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