First Total Synthesis of Hyacinthacine A_6 from the Protected Derivative of Polyhydroxylated Pyrrolidine  

First Total Synthesis of Hyacinthacine A_6 from the Protected Derivative of Polyhydroxylated Pyrrolidine

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作  者:ZHANG Tao-xiang ZHOU Ling CAO Xiao-ping 

机构地区:[1]State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China

出  处:《Chemical Research in Chinese Universities》2008年第4期469-472,共4页高等学校化学研究(英文版)

基  金:the National Basic Research Program(973 Program)of China(No.2007CB108903);the National Natural Science Foundation of China(No.20621091)

摘  要:(1S、2R、3R、5R、7aR)-1,2-Dihydroxy-3-hydroxy methyl-5-methylpyrrolizidine(hyacinthacine A6, I) was synthesized by Wittig's methodology via the reaction of aldehyde 6, prepared from the partially protected derivative of polyhydroxylated pyrrolidine, with appropriated ylides, followed by cyclization through the intemal reductive amination process of the resulting a,B-unsaturated ketone 7, and total deprotection.(1S、2R、3R、5R、7aR)-1,2-Dihydroxy-3-hydroxy methyl-5-methylpyrrolizidine(hyacinthacine A6, I) was synthesized by Wittig's methodology via the reaction of aldehyde 6, prepared from the partially protected derivative of polyhydroxylated pyrrolidine, with appropriated ylides, followed by cyclization through the intemal reductive amination process of the resulting a,B-unsaturated ketone 7, and total deprotection.

关 键 词:Hyacinthacine A6 PYRROLIDINES Wittig reaction CYCLIZATION 

分 类 号:O626[理学—有机化学]

 

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