A Concise Synthesis of Monoterpene Pyridine Alkaloid Aucubinine B  

A Concise Synthesis of Monoterpene Pyridine Alkaloid Aucubinine

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作  者:杨晓霞 赵景瑞 贾学顺 杨力维 翟宏斌 

机构地区:[1]Laboratory of Modern Synthetic Organic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China [2]Laboratory of Modem Synthetic Organic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China Depatment of Chemistry, Shanghai University, Shanghai 200436, China [3]Department of Chemistry, Shanghai University, Shanghai 200436, China [4]Laboratory of Modern Synthetic Organic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China College of Life Sciences, Shanghai University, Shanghai 200436, China [5]Laboratory of Modem Synthetic Organic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China

出  处:《Chinese Journal of Chemistry》2003年第7期970-971,共2页中国化学(英文版)

基  金:Project supported by Chinese Academy of Sciences Hundreds of Talent Program,Science & Technology Commission of Shanghai Municipality Venus Program(No.02QB14058)and National Natural Science Foundation of China(No.20102008).

摘  要:Aucubinine B (4), a monoterpene alkaloid obtained from the metabolites of aucubin in the presence of human intestinal bacteria, has been synthesized from 3-bromo-4-pyridinecarbox-aldehyde (5) in four steps with 39% overall yield. The construction of the cyclopenta[c]pyridine intermediate (7) was realized by an intramolecular Heck reaction.Aucubinine B (4), a monoterpene alkaloid obtained from the metabolites of aucubin in the presence of human intestinal bacteria, has been synthesized from 3-bromo-4-pyridinecarbox-aldehyde (5) in four steps with 39% overall yield. The construction of the cyclopenta[c]pyridine intermediate (7) was realized by an intramolecular Heck reaction.

关 键 词:aucubinine B monoterpene alkaloid intramolecular Heck reaction 

分 类 号:O629[理学—有机化学]

 

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