PREPARATIVE SYNTHESIS OF C-(α-D-GLUCOPYRANOSYL)-ALKENES AND -ALKADIENES : DIELS-ALDER REACTION

Article abstract of DOI:10.1016/0008-6215(89)85066-9

The reaction of 2,3,4,6-tetra-O-benzyl-1-O-(p-nitrobenzoyl)-α-D-glucopyranose with (E)-penta-2,4-dienyltrimethylsilane and boron trifluoride etherate in acetonitrile afforded stereoselectivity (E)-5-(tetra-O-benzyl-α-D-glucopyranosyl)-1,3-pentadiene (1) i