Title of article :
First enantioselective total synthesis of (−)-dysibetaine CPa and absolute configurations of natural product
Author/Authors :
Sakai، نويسنده , , Michihiro and Ishikawa، نويسنده , , Yuichi and Takamizawa، نويسنده , , Satoshi and Oikawa، نويسنده , , Masato، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2013
Abstract :
Here we report total synthesis of enantiomerically pure dysibetaine CPa, isolated from Micronesian marine sponge and expected to serve as a neuroactive agent. Starting from meso-cyclopropane triester, the synthesis was achieved in 12.8% overall yield over 10 steps including organocatalytic enantioselective solvolysis of meso-succinic anhydride as a key step. This work established the absolute configurations of the natural product as (3R,4R).
Keywords :
Organocatalytic solvolysis , Cyclopropane , Dysibetaine CPa , Enantioselective total synthesis , Quaternary ammonium group , Neuroactive natural product
Journal title :
Tetrahedron Letters
Journal title :
Tetrahedron Letters