Synthesis of Chiral Flavanones from Tricarbonyl (h6-Arylbenzaldehyde) chromium (0)

G Liu, Y Wan, L Zhao, H Wang, Z Xu…

Index: Liu, Gui-Xiang; Wan, Yu; Zhao, Ling-Ling; Wang, Hai-Ying; Xu, Zhou; Qi, Jin-Long; Wu, Hui Asian Journal of Chemistry, 2013 , vol. 25, # 14 p. 7828 - 7830

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Abstract

Abstract A synthesis of chiral flavanones via the condensation of tricarbonyl (h6- arylbenzaldehyde) chromium (0) and o-hydroxyacetophenone in a shorter time at room temperature have been developed. The tricarbonylchromium (0) group was removed by virtue of light and the enantioenriched flavanones was formed with highly enantioselectivity (> 95% ee).

 Related Synthetic Route
Ortho-Hydroxyacetophenone Structure

118-93-4

Ortho-Hydroxyac...

2-Bromobenzaldehyde Structure

6630-33-7

2-Bromobenzaldehyde

~%

2-(2-bromophenyl)-2,3-dihydrochromen-4-one Structure

644973-64-8

2-(2-bromopheny...

(E)-2'-Hydroxy-3,4-dimethoxychalcone Structure

79140-20-8

(E)-2'-Hydroxy-...

~82%

4H-1-Benzopyran-4-one,2-(3,4-dimethoxyphenyl)-2,3-dihydro- Structure

6344-21-4

4H-1-Benzopyran...

Ortho-Hydroxyacetophenone Structure

118-93-4

Ortho-Hydroxyac...

2,3-Dimethoxybenzaldehyde Structure

86-51-1

2,3-Dimethoxybe...

~%

2-(2,3-dimethoxyphenyl)-2,3-dihydrochromen-4-one Structure

97207-23-3

2-(2,3-dimethox...


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