Low-Valent Titanium-Mediated Enantioselective Synthesis of Quinazolinone Alkaloids Circumdatins F,H,and Analogs  

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作  者:Shi-Peng Luo Hui Geng Yu Wang Pei-Qiang Huang 

机构地区:[1]Department of Chemistry and Fujian Provincial Key Laboratory for Chemical Biology,College of Chemistry and Chemical Engineering,Xiamen University,Xiamen,Fujian 361005,China

出  处:《Chinese Journal of Chemistry》2015年第6期646-654,共9页中国化学(英文版)

基  金:support from the National Natural Science Foundation of China(Nos.21332007 and 21472153);the Program for Changjiang Scholars and Innovative Research Team in University(PCSIRT)of Ministry of Education.

摘  要:We report the concise and protecting-group-free enantioselective total syntheses of circumdatins F and H.In view of the extreme importance of analogs of quinazolinone alkaloids in drug research and discovery,four analogs of bioactive quinazolinobenzodiazepine alkaloids,including demethoxycircumdatin H(12)and N-demethyl-benzomalvin A(13),have been synthesized.The method is based on the low-valent titanium-promoted intra-molecular reductive coupling of imides with o-nitrobenzimides,which yielded quinazolino[3,2-a][1,4]benzodi-azepines under mild conditions.In addition,heptacyclic dehydraasperlicin E(16)has been synthesized from asper-licin C by a NCS-mediated dehydra-cyclization reaction.

关 键 词:synthetic methods natural products low-valent titanium protecting-group-free total synthesis 

分 类 号:O62[理学—有机化学]

 

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