Stereoselective synthesis of (–)-4-epiaxinyssamine
作者： Leonardo Castellanos , Carmenza Duque , Jaime Rodríguez , Carlos Jiménez
DOI: 10.1016/J.TET.2006.12.019
关键词: Total synthesis 、 Chemistry 、 Ritter reaction 、 Stereoselectivity 、 Organic chemistry 、 Axinyssa ambrosia 、 Stereochemistry 、 Natural product
摘要: Abstract The synthetic studies towards axinyssamine, a cytotoxic and coral-lethal compound isolated from the Caribbean sponge Axinyssa ambrosia were performed. Ritter reaction on key intermediate with chloroacetonitrile, resulted in introduction of amino group at C-4 generating configuration this stereocentre opposite to that natural product. As result, first total synthesis unnatural (–)-4-epiaxinyssamine was achieved.
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