Axially Chiral Borinic Acid Catalysts: Design, Synthesis, and Application in Alkylative Desymmetrization of 1,2-Diols

A novel chiral borinic acid (CBA), an organocatalyst possessing a binaphthyl skeleton, was designed and synthesized. The synthesis of CBA was achieved with a 72% yield in four steps starting with optically pure 1,1′-bi-2-naphthol. The asymmetric catalytic activity was investigated in the desymmetriz...

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Published in:Journal of organic chemistry 2023-10, Vol.88 (19), p.14178-14183
Main Authors: Chikashige, Yuta, Takehara, Tsunayoshi, Matsuzaki, Tsuyoshi, Suzuki, Takeyuki, Murai, Kenichi, Arisawa, Mitsuhiro, Sako, Makoto
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Language:English
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catalytic activity
organic chemistry
organocatalysts
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container_issue 19
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container_title Journal of organic chemistry
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creator Chikashige, Yuta
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description A novel chiral borinic acid (CBA), an organocatalyst possessing a binaphthyl skeleton, was designed and synthesized. The synthesis of CBA was achieved with a 72% yield in four steps starting with optically pure 1,1′-bi-2-naphthol. The asymmetric catalytic activity was investigated in the desymmetrization of meso-1,2-diol.
doi_str_mv 10.1021/acs.joc.3c01143
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source American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
subjects catalytic activity
organic chemistry
organocatalysts
title Axially Chiral Borinic Acid Catalysts: Design, Synthesis, and Application in Alkylative Desymmetrization of 1,2-Diols
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