期刊
MOLECULES
卷 21, 期 5, 页码 -出版社
MDPI
DOI: 10.3390/molecules21050641
关键词
benzoylation; regioselectivity; DBU; benzoylimidazole; catalysis
资金
- National Natural Science Foundation of China [31270861, 21272083]
- Agricultural Science and Technology Innovation Project of Shaanxi Province [2012 NKC01-12]
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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