Catalytic construction of stereogenic boron center on BODIPY via enantioselective Suzuki–Miyaura coupling

Abstract Catalytic and enantioselective construction of the boron-stereogenic center is challenging due to the instability of the tetracoordinate boron center. We herein report the enantioselective intermolecular Suzuki–Miyaura coupling of dichloro BODIPY through desymmetrization. The mechanistic study reveals that kinetic resolution plays an important role in the improvement of enantioselectivity.

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Publication Details

Journal
Chemistry Letters
Published
2024-11-20
DOI
https://doi.org/10.1093/chemle/upae218
Citations
3
Primary Topic
Organoboron and organosilicon chemistry
Type
article
Field-Weighted Citation Impact
0.75
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article

Catalytic construction of stereogenic boron center on BODIPY via enantioselective Suzuki–Miyaura coupling

Akihiro Kondo, Hideaki Takano, Hiroshi Shinokubo
3 citations
Chemistry Letters
Organoboron and organosilicon chemistry
0.75
article

Catalytic construction of stereogenic boron center on BODIPY via enantioselective Suzuki–Miyaura coupling

Akihiro Kondo, Hideaki Takano, Hiroshi Shinokubo
article en
3 citations

Abstract

Abstract Catalytic and enantioselective construction of the boron-stereogenic center is challenging due to the instability of the tetracoordinate boron center. We herein report the enantioselective intermolecular Suzuki–Miyaura coupling of dichloro BODIPY through desymmetrization. The mechanistic study reveals that kinetic resolution plays an important role in the improvement of enantioselectivity.

Chemistry LettersVol. 54(1)
Nagoya University (JP)
Openalex Percentile: Top 31%
Organoboron and organosilicon chemistry
0.75
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