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Molecules  2013 

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

DOI: 10.3390/molecules18066723

Keywords: homo-DMDP, broussonetine G, homoDMDP-7-O-apioside, glycosidase inhibitors, cyclic nitrones

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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.

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