Abstract

The two enantiomers of natural products (4 S , 5 S , 11 R )-and (4 S , 5 S , 11 S )- iso -cladospolide B have been synthesized and their structures unambiguously confirmed by X-ray crystallographic analysis. Key steps of the synthesis include the use of tri-O-acetyl-D-glucal as precursor for a chiral furan diol which, after side chain transformation, underwent singlet oxygen oxidation to afford the target butenolides

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