General Intermediates for the Synthesis of 6-C-Alkylated DMDP-Related Natural Products

Abstract

Protected L-homoDMDP en-8 and its C-6 epimer en-7 were prepared through two different pathways starting from the vinylpyrrolidine en-9. Based on the NMR and X-ray analysis, the stereochemistry of homoDMDP at C-6 was confirmed to be consistent with reported data. Compounds en-7 and en-8 are general intermediates for the synthesis of a series of 6-C-alkylated DMDP-related natural products, such as broussonetine G, homoDMDP-7-O-apioside, homoDMDP-7-O-b-D-xyloside and so on.

Keywords

• homo-DMDP
• broussonetine G
• homoDMDP-7-O-apioside
• glycosidase inhibitors
• cyclic nitrones