REACTION OF 4,6-O-BENZYLIDENE-3-O-MESYL-ALLAL WITH ALLYLIC GRIGNARD REAGENTS. HIGHLY REGIO- AND STEREOSELECTIVE PREPARATION OF 2,6-DISUBSTITUTED DIHYDROPYRAN RINGS

Article abstract of DOI:10.1016/S0040-4039(00)86024-4

The reaction of 4,6-O-benzylidene-1,2-dideoxy-3-O-mesyl-D-ribo-hex-1-enopyranose reacted with 2-propenylmagnesium chloride or 2-methyl-2-propenylmagnesium chloride to give 1,5-anhydro-4,6-O-benzylidene-2,3-dideoxy-1-C-prop-2-enyl- (or 2-methylprop-2-enyl)-β-D-erythro-hex-2-enitol in good yield.