Synthesis of Chiral Flavanones from Tricarbonyl (η 6 -Arylbenzaldehyde)chromium(0)

Gui-Xiang Liu; Yu Wan; Ling-Ling Zhao; Hai-Ying Wang; Zhou Xu; Jin-Long Qi; Hui Wu

doi:10.14233/ajchem.2013.14634

Issue

Vol. 25 No. 14 (2013): Vol 25 Issue 14

Issue Published : 8 August 2013

This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis of Chiral Flavanones from Tricarbonyl (η 6 -Arylbenzaldehyde)chromium(0)

https://doi.org/10.14233/ajchem.2013.14634

Gui-Xiang Liu

School of Chemistry and Chemical Engineering, Jiangsu Normal University, Jiangsu Key Laboratory of Green Synthesis of Functional Material, Xuzhou 221116, P.R. China

Yu Wan

Jiangsu Key Laboratory of Biotechnology on Medical Plant, Xuzhou 221116, P.R. China

Ling-Ling Zhao

School of Chemistry and Chemical Engineering, Jiangsu Normal University, Jiangsu Key Laboratory of Green Synthesis of Functional Material, Xuzhou 221116, P.R. China

Hai-Ying Wang

School of Chemistry and Chemical Engineering, Jiangsu Normal University, Jiangsu Key Laboratory of Green Synthesis of Functional Material, Xuzhou 221116, P.R. China

Zhou Xu

School of Chemistry and Chemical Engineering, Jiangsu Normal University, Jiangsu Key Laboratory of Green Synthesis of Functional Material, Xuzhou 221116, P.R. China

Jin-Long Qi

School of Chemistry and Chemical Engineering, Jiangsu Normal University, Jiangsu Key Laboratory of Green Synthesis of Functional Material, Xuzhou 221116, P.R. China

Hui Wu

School of Chemistry and Chemical Engineering, Jiangsu Normal University, Jiangsu Key Laboratory of Green Synthesis of Functional Material, Xuzhou 221116, P.R. China ; Jiangsu Key Laboratory of Biotechnology on Medical Plant, Xuzhou 221116, P.R. China

Corresponding Author(s) : Hui Wu

wuhui72@yahoo.com.cn

Asian Journal of Chemistry, Vol. 25 No. 14 (2013): Vol 25 Issue 14
Article Published : 12 August 2013

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).

Keywords

Synthesis Chiral flavanones Chiral tricarbonylchromium(0) aromatic aldehydes

(1)

Liu, G.-X.; Wan, Y.; Zhao, L.-L.; Wang, H.-Y.; Xu, Z.; Qi, J.-L.; Wu, H. Synthesis of Chiral Flavanones from Tricarbonyl (η 6 -Arylbenzaldehyde)chromium(0). ajc 2013, 25, 7828-7830.