Synthesis of 2,2-Di-C-methyl-2-deoxy- and 4,4-Di-C-methyl-4-deoxypyranosides via Michael Addition of Conjugated Enopyranosiduloses

Article abstract of DOI:10.1246/bcsj.60.1433

Three hexopyranosides having gem-di-C-methyl group at 2- or 4-positions were synthesized by Michael addition to 2-enopyranosid-4-ulose and 3-enopyranosid-2-ulose derivatives, respectively, followed by hydroboration.A heptopyranosid-6-ulose having gem-di-C-methyl group at C-4 was also synthesized from 4-enopyranosid-6-ulose derivative in a similar way.