Enantioselective total syntheses of marine natural products(+)-cylindricines C,D,E and their diastereomers  

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作  者:Ying-Hong Huang Zhan-Jiang Liu Pei-Qiang Huang 

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

出  处:《Organic Chemistry Frontiers》2022年第1期58-63,共6页有机化学前沿(英文)

基  金:support from the National Natural Science Foundation of China(21931010);the National Key R&D Program of China(grant No.2017YFA0207302).

摘  要:A seven-step total synthesis of(+)-cylindricine D and epi-cylindricine D is described.The efficiency relies on the highly diastereoselective reductive bis-functionalization of N,O-protected(S)-pyroglutaminol by our recently improved protocol to build the N-α-tert-alkylamine motif,and a telescoped one-step fourreaction protocol to build the fused bicyclic ring system.(+)-Cylindricine C and its 2-epimer were synthesized by essentially the same sequence in eight steps.Acetylation of the latter then delivered(+)-cylindricine E and its 2-epimer,respectively.

关 键 词:latter STEPS essentially 

分 类 号:O62[理学—有机化学]

 

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