A novel transformation of four aldoses to some optically pure pseudohexopyranoses and a pseudopentofuranose, carbocyclic analogs of hexopyranoses and …
philic attack of the methylene of dimethyl malonate on both electrophilic termini (an aldehyde group and an iodomethylene group) of a L-arabinose derived intermediate. Although we achieved syntheses of pseudo-aD-glucopyranose13 and pseudo-@-L- altropyranose by using this one-step cyclization as a key reaction, lla competitive C- glycoside formation by C-0 bond formation in place of CC bond formation reduced the ...