The chemistry of O-silylated ketene acetals: an efficientstereocontrolled synthesis of N-benzoyl L-daunosamine |
| |
| Institution: | 1. Institute of Organic Chemistry and Technology, Faculty of Chemical Technology, University of Pardubice, Studentská 573, 532 10 Pardubice, Czech Republic;2. Cayman Pharma Ltd., Práce 657, 277 11 Neratovice, Czech Republic;1. Institute of Marine Biology, Ocean College, Zhejiang University, Zhoushan 316021, People’s Republic of China;2. College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, People’s Republic of China;3. Zhejiang Key Laboratory of Gastro-Intestinal Pathophysiology, Zhejiang Hospital of Traditional Chinese Medicine, Zhejiang Chinese Medical University, Hangzhou 310006, People’s Republic of China;1. Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, Liaoning, China;2. University of Chinese Academy of Sciences, Beijing 100049, China;1. Department of Natural Compounds Chemistry, Faculty of Chemistry, St. Petersburg State University, Universitetskii pr. 26, Petrodvorets, 198504 St. Petersburg, Russia;2. Folkhälsan Research Center, Haartmaninkatu 8, Helsinki, 00290, Finland;3. University of Helsinki and Helsinki University Central Hospital, Heart and Lung Center, Haartmaninkatu 8, 00290 Helsinki, Finland |
| |
| Abstract: | N-Benzoyl L-daunosamine was synthesized with high stereoselectivity utilizing a 1,3-addition of ketene silyl acetal (3a) to the chiral nitrone,(Z)-(4R)-trans-2,2,5-trimethyl-1,3-dioxolan-4-yl]methylene(1S)-1-phenylethyl]amine N-oxide (4c) accompanied by a silyl group-transfer in acetonitrile under mild conditions. |
| |
| Keywords: | |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
