Catalytic atropo-enantioselective reduction of biaryl lactones to axially chiral biaryl compounds

Tomoko Ashizawa; Saiko Tanaka; Tohru Yamada

doi:10.1021/ol800802c

Catalytic atropo-enantioselective reduction of biaryl lactones to axially chiral biaryl compounds

Tomoko Ashizawa, Saiko Tanaka, Tohru Yamada

Department of Chemistry

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

53 Citations (Scopus)

Abstract

(Chemical Equation Presented) The atropo-enantioselective borohydride reduction with dynamic kinetic resolution of biaryl lactones was catalyzed by an optically active β-ketoiminatocobalt(II) complex to afford optically active biaryl compounds. Chiral HPLC analysis of the starting biaryl lactones was performed at various temperatures to determine suitable reaction conditions for dynamic kinetic resolution. Various types of axially chiral biaryl compounds were obtained with high enantioselectivity.

Original language	English
Pages (from-to)	2521-2524
Number of pages	4
Journal	Organic Letters
Volume	10
Issue number	12
DOIs	https://doi.org/10.1021/ol800802c
Publication status	Published - 2008 Dec 1

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "(Chemical Equation Presented) The atropo-enantioselective borohydride reduction with dynamic kinetic resolution of biaryl lactones was catalyzed by an optically active β-ketoiminatocobalt(II) complex to afford optically active biaryl compounds. Chiral HPLC analysis of the starting biaryl lactones was performed at various temperatures to determine suitable reaction conditions for dynamic kinetic resolution. Various types of axially chiral biaryl compounds were obtained with high enantioselectivity.",

author = "Tomoko Ashizawa and Saiko Tanaka and Tohru Yamada",

year = "2008",

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doi = "10.1021/ol800802c",

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AU - Ashizawa, Tomoko

AU - Tanaka, Saiko

AU - Yamada, Tohru

PY - 2008/12/1

Y1 - 2008/12/1

N2 - (Chemical Equation Presented) The atropo-enantioselective borohydride reduction with dynamic kinetic resolution of biaryl lactones was catalyzed by an optically active β-ketoiminatocobalt(II) complex to afford optically active biaryl compounds. Chiral HPLC analysis of the starting biaryl lactones was performed at various temperatures to determine suitable reaction conditions for dynamic kinetic resolution. Various types of axially chiral biaryl compounds were obtained with high enantioselectivity.

AB - (Chemical Equation Presented) The atropo-enantioselective borohydride reduction with dynamic kinetic resolution of biaryl lactones was catalyzed by an optically active β-ketoiminatocobalt(II) complex to afford optically active biaryl compounds. Chiral HPLC analysis of the starting biaryl lactones was performed at various temperatures to determine suitable reaction conditions for dynamic kinetic resolution. Various types of axially chiral biaryl compounds were obtained with high enantioselectivity.

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Catalytic atropo-enantioselective reduction of biaryl lactones to axially chiral biaryl compounds

Abstract

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