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- W2080707205 abstract "The authors report a π-methyl histidine based tetrameric peptide catalyzed desymmetrization of polyols through enantioselective mono-sulfonylation. Two methods using different bases (NaHCO3 or 2,6-lutidine) were employed for the sulfonylation; in the presence of 5 mol% of tetrapeptide 1, various triols and diols can be selectively mono-sulfonated in good yield with high enantioselectivity. The structure of arene-sulfonyl chlorides affects the stereochemical outcome dramatically, in which para-nitrobenzenesulfonyl chloride (p-NsCl) gave an enantiomeric ratio of 97:3, but ortho-nitro- or para-methoxybenzenesulfonyl chloride only afforded er = 66:34 and 77.5:22.5, respectively. The chirality of the proline residue determines the absolute sense of asymmetric induction." @default.
- W2080707205 created "2016-06-24" @default.
- W2080707205 date "2009-12-21" @default.
- W2080707205 modified "2023-09-25" @default.
- W2080707205 title "Enantioselective Sulfonylation of Polyols" @default.
- W2080707205 doi "https://doi.org/10.1055/s-0029-1218499" @default.
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