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Lingshan, China

Wu W.,CAS Guangzhou Institute of Chemistry | Wu W.,University of Chinese Academy of Sciences | Zhang E.-S.,CAS Guangzhou Institute of Chemistry | Zhang E.-S.,University of Chinese Academy of Sciences | And 5 more authors.
Gaodeng Xuexiao Huaxue Xuebao/Chemical Journal of Chinese Universities | Year: 2012

The purpose of this paper is to achieve the high value-added and diversified transformation of the renewable biomass (-)-shikimic acid, starting from which, the key intermediate (-)-methyl-3-dehydroshikimiate was readily obtained through esterification and 2-iodoxybenzoic acid-oxidation. The reaction of (-)-methyl-3-dehydroshikimiate with hydrazine, acethydrazide, hydrazinobenzene and acetamide could give rise to non-aromatization products(2a and 2d), partial-aromatization products(2b) and aromatization products(2c and 2e) selectively under different conditions. The present methodology with good diversity, high selectivity and operational simplicity provides a new paradigm for the transformation of bio-based and non-food feedstock.

Chen Y.,CAS Guangzhou Institute of Chemistry | Chen Y.,University of Chinese Academy of Sciences | Liu X.,CAS Guangzhou Institute of Chemistry | Liu X.,University of Chinese Academy of Sciences | And 8 more authors.
Chemistry Bulletin / Huaxue Tongbao | Year: 2011

3-Dehydroshikimates were synthesized from the renewable and biomass-based compound shikimic acid by the esterification with methanol and ethanol in presence of SOCl2 and IBX-mediated oxidation in THF in order. The structures of intermediates and products were characterized by IR, 1H NMR and MS. The advantages of the present method are the use of environmentally benign reagents, mild reaction conditions, simple procedures and good yields.

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