Author/Authors :
Kuboki، نويسنده , , Atsuhito and Maeda، نويسنده , , Chie and Arishige، نويسنده , , Tetsuya and Kuyama، نويسنده , , Kohei and Hamabata، نويسنده , , Mami and Ohira، نويسنده , , Susumu، نويسنده ,
Abstract :
We have achieved total synthesis of cleomiscosin C (aquillochin) through regioselective cycloaddition of o-quinone and protected sinapyl alcohol as a key step. During preparation of o-quinone from phenol by IBX oxidation, silyl substituents adjacent to the phenolic hydroxyl group afforded effective inhibition of an undesired oxidative elimination.
Keywords :
o-quinone , natural product synthesis , Regioselective cycloaddition , 1 , 4-benzodioxane