title: 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.
authors.affiliation: Beijing National Laboratory for Molecular Science-BNLMS, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100191, China.
authors.forename: Mu-Hua
authors.initials: MH
authors.lastname: Huang
authors.forename: Yi-Xian
authors.initials: YX
authors.lastname: Li
authors.forename: Yue-Mei
authors.initials: YM
authors.lastname: Jia
authors.forename: Chu-Yi
authors.initials: CY
authors.lastname: Yu
mesh_terms: D001688:Biological Products / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D010879:Piperazines / Q000138:chemical synthesis / Q000737:chemistry*; D011724:Pyridazines / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D001688:Biological Products; D010879:Piperazines; D011724:Pyridazines; C083460:6-(diphenylacetylpiperazinyl)pheny-5-methyl-4,5-dihydro-3-(2H)-pyridazinone