926906-98-1Relevant articles and documents
Total synthesis of (±)-nitidanin and novel procedures for determination of the location of the side chains on 1,4-benzodioxane
Kuboki, Atsuhito,Yamamoto, Toru,Taira, Mamie,Arishige, Tetsuya,Ohira, Susumu
, p. 771 - 774 (2007)
Regioselective cycloaddition of o-quinone 4 and protected sinapyl alcohol 2 gave 1,4-benzodioxane 5, which was converted to (±)-nitidanin (6), an antimalarial compound. Two novel procedures were developed to determine the location of the side chains of th
Total synthesis of cleomiscosin C via a regioselective cycloaddition reaction of o-quinone
Kuboki, Atsuhito,Maeda, Chie,Arishige, Tetsuya,Kuyama, Kohei,Hamabata, Mami,Ohira, Susumu
, p. 4516 - 4518 (2008/09/21)
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.