Yuta Chikashige

Osaka University

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Tsuyoshi Matsuzaki

Osaka University

Makoto Sako

Osaka University

Tsunayoshi Takehara

Osaka University

Mitsuhiro Arisawa

Osaka University

Kenichi Murai

Osaka University

Takeyuki Suzuki

Osaka University

Cooperative Institutions

Osaka University

Osaka Research Institute of Industrial Science and Technology

Hokkaido University

University of Shizuoka

Suita Municipal Hospital

National Institutes of Natural Sciences

National Institute for Physiological Sciences

RWTH Aachen University

Ibaraki University

National Institute of Technology, Nara College

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

The Journal of Organic Chemistry (2023)

Yuta Chikashige Tsunayoshi Takehara Tsuyoshi Matsuzaki Takeyuki Suzuki Kenichi Murai

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.

Desymmetrization

Axial symmetry

10.1021/acs.joc.3c01143

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