Preparation of the A-ring of neocarzinostatin and kedarcidin chromophores via a stereocontrolled base mediated isomerisation reaction
Abstract
A new base promoted isomerisation of 6-(1,1-dimethylethoxy)-2H-pyran-3-one to 4-(1,1-dimethylethoxy)-5-hydroxy-2-cyclopentenone is used in the preparation of 2-bromo-5-[(1,1-dimethylethyl)dimethylsilyloxy]-4-hydroxy-2-cyclopentenone, a potential intermediate for use in the synthesis of Neocarzinostatin and Kedarcidin chromophores.