Author/Authors :
Vyacheslav V. and Gremyachinskiy، نويسنده , , Dmitriy E and Samoshin، نويسنده , , Vyacheslav V. and Gross، نويسنده , , Paul H، نويسنده ,
Abstract :
Lewis acid promoted cyclization of homoallylic alcohol 1 with acetal 2 gave 4-chloro-2-phthalimidomethyl-6-methyltetrahydropyrans. Their dehydrochlorination produced two regioisomeric dihydropyrans. Subsequent cis- and trans-dihydroxylation gave four racemic dihydroxy-6-methyl-2-phthalimidomethyl tetrahydropyrans. They were deprotected and N-acylated with a chiral quinic acid lactone, producing a library of four diastereomeric mixtures of novel C-pseudodisaccharides, which were separable after derivatization.
