Preparation of enantioenriched helical- and axial-chiral molecules by dynamic asymmetric induction

Yuya Kawasaki; Ryota Kamikubo; Yuta Kumegawa; Kouhei Ogawa; Takeru Kashiwagi; Yusuke Ano; Kazunobu Igawa; Katsuhiko Tomooka

doi:10.1039/d1cc05881a

Preparation of enantioenriched helical- and axial-chiral molecules by dynamic asymmetric induction

Yuya Kawasaki, Ryota Kamikubo, Yuta Kumegawa, Kouhei Ogawa, Takeru Kashiwagi, Yusuke Ano, Kazunobu Igawa, Katsuhiko Tomooka

Department of Applied Molecular Chemistry

Research output: Contribution to journal › Article › peer-review

2 Citations (Scopus)

Abstract

Dynamic asymmetric induction (DYASIN) of racemic dynamic chiral heterohelicenes afforded their highly enantioenriched forms (up to 96% ep) in quantitative yields. These heterohelicenes were readily converted into semi-static axial-chiral 1,1′-binaphthyl derivatives in a stereospecific manner.

Original language	English
Pages (from-to)	1605-1608
Number of pages	4
Journal	Chemical Communications
Volume	58
Issue number	10
DOIs	https://doi.org/10.1039/d1cc05881a
Publication status	Published - Feb 4 2022

All Science Journal Classification (ASJC) codes

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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10.1039/d1cc05881a

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title = "Preparation of enantioenriched helical- and axial-chiral molecules by dynamic asymmetric induction",

abstract = "Dynamic asymmetric induction (DYASIN) of racemic dynamic chiral heterohelicenes afforded their highly enantioenriched forms (up to 96% ep) in quantitative yields. These heterohelicenes were readily converted into semi-static axial-chiral 1,1′-binaphthyl derivatives in a stereospecific manner.",

author = "Yuya Kawasaki and Ryota Kamikubo and Yuta Kumegawa and Kouhei Ogawa and Takeru Kashiwagi and Yusuke Ano and Kazunobu Igawa and Katsuhiko Tomooka",

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doi = "10.1039/d1cc05881a",

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T1 - Preparation of enantioenriched helical- and axial-chiral molecules by dynamic asymmetric induction

AU - Kawasaki, Yuya

AU - Kamikubo, Ryota

AU - Kumegawa, Yuta

AU - Ogawa, Kouhei

AU - Kashiwagi, Takeru

AU - Ano, Yusuke

AU - Igawa, Kazunobu

AU - Tomooka, Katsuhiko

N1 - Funding Information: This research was supported by JSPS KAKENHI Grants (20H05677). We thank the Daicel Corporation for their gift of the OCSs. This work was the result of using research equipment shared in the MEXT Project (JPMXS0422300120). Publisher Copyright: © The Royal Society of Chemistry.

PY - 2022/2/4

Y1 - 2022/2/4

N2 - Dynamic asymmetric induction (DYASIN) of racemic dynamic chiral heterohelicenes afforded their highly enantioenriched forms (up to 96% ep) in quantitative yields. These heterohelicenes were readily converted into semi-static axial-chiral 1,1′-binaphthyl derivatives in a stereospecific manner.

AB - Dynamic asymmetric induction (DYASIN) of racemic dynamic chiral heterohelicenes afforded their highly enantioenriched forms (up to 96% ep) in quantitative yields. These heterohelicenes were readily converted into semi-static axial-chiral 1,1′-binaphthyl derivatives in a stereospecific manner.

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JF - Chemical Communications

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Preparation of enantioenriched helical- and axial-chiral molecules by dynamic asymmetric induction

Abstract

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