A Chiral Relay Race: Stereoselective Synthesis of Axially Chiral Biaryl Diketones through Ring-Opening of Optical Dihydrophenan-threne-9,10-diols

Media type: E-Article
Title: A Chiral Relay Race: Stereoselective Synthesis of Axially Chiral Biaryl Diketones through Ring-Opening of Optical Dihydrophenan-threne-9,10-diols
Contributor: Shi, Lei; Zhu, Jiawei; Hong, Biqiong; Gu, Zhenhua
Published: MDPI AG, 2023
Published in: Molecules, 28 (2023) 16, Seite 5956
Language: English
DOI: 10.3390/molecules28165956
ISSN: 1420-3049
Keywords: Chemistry (miscellaneous) ; Analytical Chemistry ; Organic Chemistry ; Physical and Theoretical Chemistry ; Molecular Medicine ; Drug Discovery ; Pharmaceutical Science
Origination:
Footnote:
Description: <jats:p>We report herein a point-to-axial chirality transfer reaction of optical dihydrophenanthrene-9,10-diols for the synthesis of axially chiral diketones. Two sets of conditions, namely a basic tBuOK/air atmosphere and an acidic NaClO/n-Bu4NHSO4, were developed to oxidatively cleave the C-C bond, resulting in the formation of axially chiral biaryl diketones. Finally, brief synthetic applications of the obtained chiral aryl diketones were demonstrated.</jats:p>
Access State: Open Access

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