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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.

SUBMITTER: Huang MH 

PROVIDER: S-EPMC6269708 | biostudies-literature | 2013 Jun

REPOSITORIES: biostudies-literature

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General intermediates for the synthesis of 6-C-alkylated DMDP-related natural products.

Huang Mu-Hua MH   Li Yi-Xian YX   Jia Yue-Mei YM   Yu Chu-Yi CY  

Molecules (Basel, Switzerland) 20130607 6


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. ...[more]

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