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

Mu Hua Huang; Yi Xian Li; Yue Mei Jia; Chu Yi Yu

doi:10.3390/molecules18066723

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

Mu Hua Huang
, Yi Xian Li
, Yue Mei Jia
, Chu Yi Yu^*

^*Corresponding author for this work

School of Material Science and Engineering

CAS - Institute of Chemistry

Research output: Contribution to journal › Article › peer-review

6 Citations (Scopus)

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-β-D-xyloside and so on.

Original language	English
Pages (from-to)	6723-6733
Number of pages	11
Journal	Molecules
Volume	18
Issue number	6
DOIs	https://doi.org/10.3390/molecules18066723
Publication status	Published - Jun 2013

Keywords

Broussonetine G
Cyclic nitrones
Glycosidase inhibitors
Homo-DMDP
HomoDMDP-7-O-apioside

Access to Document

10.3390/molecules18066723

Cite this

@article{4b6ad0711f6248df8001ec5701ffedce,

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-β-D-xyloside and so on.",

keywords = "Broussonetine G, Cyclic nitrones, Glycosidase inhibitors, Homo-DMDP, HomoDMDP-7-O-apioside",

author = "Huang, \{Mu Hua\} and Li, \{Yi Xian\} and Jia, \{Yue Mei\} and Yu, \{Chu Yi\}",

year = "2013",

month = jun,

doi = "10.3390/molecules18066723",

language = "English",

volume = "18",

pages = "6723--6733",

journal = "Molecules",

issn = "1420-3049",

publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",

number = "6",

}

TY - JOUR

T1 - General intermediates for the synthesis of 6-C-alkylated DMDP-related natural products

AU - Huang, Mu Hua

AU - Li, Yi Xian

AU - Jia, Yue Mei

AU - Yu, Chu Yi

PY - 2013/6

Y1 - 2013/6

N2 - 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-β-D-xyloside and so on.

AB - 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-β-D-xyloside and so on.

KW - Broussonetine G

KW - Cyclic nitrones

KW - Glycosidase inhibitors

KW - Homo-DMDP

KW - HomoDMDP-7-O-apioside

UR - https://www.scopus.com/pages/publications/84879678718

U2 - 10.3390/molecules18066723

DO - 10.3390/molecules18066723

M3 - Article

C2 - 23749160

AN - SCOPUS:84879678718

SN - 1420-3049

VL - 18

SP - 6723

EP - 6733

JO - Molecules

JF - Molecules

IS - 6

ER -

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

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this