Synthesis of 4-membered ring alkaloid analogues via intramolecular [2+2] cycloaddition involving keteniminium salt intermediates

Amandine Kolleth,Alexandre Lumbroso,Gamze Tanriver,Saron Catak,Sarah Sulzer-Mosse,Alain De Mesmaeker

Tetrahedron Letters（2017）

引用 19|浏览9

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摘要

•Straightforward method for the synthesis of 4-membered ring alkaloid analogues via intramolecular [2+2] cycloadditions.•Keteniminium salt cyclization in which an alkene is linked by the nitrogen atom follow by a diastereoselective reduction.•Competition reaction as well as DFT calculation have been done to confirm and explain experimental observation.

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关键词

Keteniminium salts,Cyclobutane iminiums,[2+2]Cycloaddition,Aminocyclobutane,DFT calculations

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