Abstract
AbstractWe describe efficient sialylation reactions in CH2Cl2 with the use of silylene/oxazolidinone double‐locked sialic acid building blocks. The building blocks were synthesized from 4,5‐oxazolidinone‐protected phenylthiosialoside. In sialylation reactions towards primary and relatively reactive secondary hydroxy groups on the galactosides, the double‐locked building blocks provided desired coupling products in good yields with excellent α‐selectivities. In the sialylation reaction with the C3‐OH of the galactoside, the double‐locked building blocks expressed significantly better α‐selectivity in comparison with the results obtained by using the oxazolidinone‐locked building block. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
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