The reaction between anion generated from (methylthio)acetyliron complex (1) and four stereoisomeric dialdo-1,4-furanoses was performed. Each aldehyde led to mixtures (6-8) of stereoisomeric aldols. Aldols were separated and their configaration was determined. Decomplexation of these products was studied with oxidative (NCS, Cl2, I2, CuCl2) and reducing (BH3xMe2S and NaBH4) reagents. Sugar derivatives were isolated and their structures were deduced.
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