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• W2048155044 startingPage "1887" @default.
• W2048155044 abstract "Direct evidence has been obtained to confirm the unusual nucleophilic attack of an alkoxide at the S-center of sp3-hybridized sulfonyl esters. The unusual reaction pathway leads to S–O bond scission which is crucial for the regio- and stereoselective conversion of 2,3-di-O-sulfonates of 4,6-O-benzylidene-β-D-galactopyranosides into β-D-idopyranosides. In addition, strong evidence has been provided to clarify the role of the alkali counter-cation in the transformation. The cation is believed to influence the reaction rate via coordination to an oxygen in the sulfonate ester; the presence of a neighboring ring oxygen oriented in a cis-relationship greatly enhances reactivity of the sulfonyl ester." @default.
• W2048155044 created "2016-06-24" @default.
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• W2048155044 date "2013-01-01" @default.
• W2048155044 modified "2023-10-10" @default.
• W2048155044 title "Evidence of cation-coordination involvement in directing the regioselective di-inversion reaction of vicinal di-sulfonate esters" @default.
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• W2048155044 doi "https://doi.org/10.1039/c3ob27336a" @default.
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