Convenient synthesis of both epimeric α-hydroxyaldehydes from α-hydroxydichloromethyl derivative

Add time:08/13/2019    Source:sciencedirect.com

The reaction of 3-C-dichloromethyl-1,2:5,6-di-O-isopropylidene-α-d-allo-hexofuranose, methyl 4,6-O-benzylidene-3-C-dichloromethyl-2-O-methyl-α-d-allopyranoside, methyl 2,3-di-O-benzyl-4-C- dichloromethyl-6-O-triphenylmethyl-α-d-galactopyranoside, and methyl 4-C-dichloromethyl-2,3-di-O-methyl-6-O-triphenylmethyl-α-d-galactopyranoside and -α-d-glucopyranoside with n-Bu4NOH or CsOAc gave the epimeric α-hydroxyaldehyde derivatives, respectively.

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