Regioselective Benzoylation of Diols and Carbohydrates by Catalytic Amounts of Organobase

Autor: Yuchao Lu, Chenxi Hou, Jingli Ren, Xiaoting Xin, Hengfu Xu, Yuxin Pei, Hai Dong, Zhichao Pei
Jazyk: angličtina
Rok vydání: 2016
Předmět:
Zdroj: Molecules, Vol 21, Iss 5, p 641 (2016)
Druh dokumentu: article
ISSN: 1420-3049
DOI: 10.3390/molecules21050641
Popis: A novel metal-free organobase-catalyzed regioselective benzoylation of diols and carbohydrates has been developed. Treatment of diol and carbohydrate substrates with 1.1 equiv. of 1-benzoylimidazole and 0.2 equiv. of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in MeCN under mild conditions resulted in highly regioselective benzoylation for the primary hydroxyl group. Importantly, compared to most commonly used protecting bulky groups for primary hydroxyl groups, the benzoyl protective group offers a new protection strategy.
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