First Total Synthesis of the Proposed Structures of Orisuaveolines A and B  

First Total Synthesis of the Proposed Structures of Orisuaveolines A and B

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作  者:Jie Zhang Shijun Da Xiaolin Feng Xiaoyi Chen Jianhui Jiang Ying Li 

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

出  处:《Chinese Journal of Chemistry》2013年第1期123-126,共4页中国化学(英文版)

基  金:Acknowledgement We are grateful to the financial support of the Na- tional Natural Science Foundation of China (Nos. 21072084, 21272099) and Fundamental Research Founds for the Central Universities (No. lzujbky-2010- 107). We also thank Prof. Quanxiang Wu of Lanzhou University for helpful discussions.

摘  要:First total synthesis of the proposed structures of β-indoloquinazoline alkaloids orisuaveolines A and B is re- ported. The key steps of the synthesis included a Pictet-Spengler reaction to build a six-member lactam which fur- ther transformed into target molecular by a one-pot condensation. This synthesis provided an access to the proposed structures of orisuaveolines A and B in a short and convenient manner from inexpensive, commercially available starting materials. The structures of our synthesized products were confirmed by 2D-NMR experiments.First total synthesis of the proposed structures of β-indoloquinazoline alkaloids orisuaveolines A and B is re- ported. The key steps of the synthesis included a Pictet-Spengler reaction to build a six-member lactam which fur- ther transformed into target molecular by a one-pot condensation. This synthesis provided an access to the proposed structures of orisuaveolines A and B in a short and convenient manner from inexpensive, commercially available starting materials. The structures of our synthesized products were confirmed by 2D-NMR experiments.

关 键 词:orisuaveolines A and B indoloquinazoline alkaloids Pictet-Spengler reaction one-pot condensation 

分 类 号:O629.9[理学—有机化学] O413[理学—化学]

 

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