A convenient synthetic approach to highly hindered 3,3′-bis(2,4,6-tri-tert-butylphenyl)-BINOL-derived phosphoric acids
Literature Information
Publication Date
2024-01-04
DOI
10.1039/D3NJ05280J
Impact Factor
3.591
Authors
Zhiqiang Wang, Gen Li
View Original
Abstract
Considering the success of BINOL phosphoric acids and a serious lack of preparation methods for hindered chiral phosphoric acid catalysts, herein we present an efficient approach to highly hindered (S) and (R)-3,3′-bis(2,4,6-tri-tert-butylphenyl)-BINOL-derived phosphoric acids with high enantioselectivity. Direct arylations of the C–F bonds in optically pure 3,3′-difluoro-BINOL derivatives with (2,4,6-tri-tert-butylphenyl)magnesium bromide were explored as the key transformation. Optical resolution chromatography was avoided and both enantiomers were successfully prepared on a ten-gram-scale via our method.
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Source Journal
New Journal of Chemistry
CiteScore:
5.3
Self-citation Rate:
3.7%
Articles per Year:
2153
NJC (New Journal of Chemistry) is a broad-based primary journal encompassing all branches of chemistry and its sub-disciplines. It contains full research articles, communications, perspectives and focus articles. This well-established journal, owned by the Centre National de la Recherche Scientifique (CNRS) of France, has been co-published with the Royal Society of Chemistry since January 1998. NJC is the forum for the publication of high-quality, original and significant work that opens new directions in chemistry or other scientific disciplines. In addition to having a significant chemical component, work published in NJC must demonstrate that it will have an impact on areas of research other than that of the reported work.
Recommended Compounds
1-(3,4-Dichlorophenyl)-1H-pyrazole-3-carboxylic acid
CAS Number:
1152949-12-6
Molecular Formula:
C10H6Cl2N2O2
1-(3-Fluorophenyl)-1H-1,2,4-triazole-3-carboxylic acid
CAS Number:
1292369-51-7
Molecular Formula:
C9H6FN3O2
![2-(7,7-Difluorobicyclo[4.1.0]hept-1-yl)ethanamine structure](https://static.chemtradehub.com/structs/209/2098065-08-6-ff24.webp "2-(7,7-Difluorobicyclo[4.1.0]hept-1-yl)ethanamine structure")
2-(7,7-Difluorobicyclo[4.1.0]hept-1-yl)ethanamine
CAS Number:
2098065-08-6
Molecular Formula:
C9H15F2N
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