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Total Synthesis of (8S) and (8R) Methyl 8-β-d-Glucopyranosyl-Helianthenate B and Their Application for Other Derivatives

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Title: Total Synthesis of (8S) and (8R) Methyl 8-β-d-Glucopyranosyl-Helianthenate B and Their Application for Other Derivatives
Authors: Masimbula, Rishni Browse this author
Yamada, Akiko Browse this author
Takahashi, Kosaku Browse this author →KAKEN DB
Matsuura, Hideyuki Browse this author →KAKEN DB
Keywords: Helianthenate
Cadiot-Chodkiewicz coupling
Jerusalem artichoke
Helianthus tuberosus
Issue Date: 1-Jul-2019
Publisher: SAGE Publications
Journal Title: Natural product communications
Volume: 14
Issue: 7
Start Page: 1
End Page: 5
Publisher DOI: 10.1177/1934578X19861013
Abstract: The first total synthesis of (8R) and (8S) methyl beta-d-glucopyranosyl helianthenate B was accomplished using the Cadiot-Chodkiewicz coupling reaction as a key step. Significant differences were observed in the resonances between the H-1-NMR and C-13-NMR spectra of the diastereomers. Based on these results, the absolute configurations of glucopyranosyloxymethine in methyl beta-d-glucopyranosyl helianthenate A to E (1 -5) were reconfirmed to be the (R) configuration.
Rights: http://www.creativecommons.org/licenses/by-nc/4.0/
Type: article
URI: http://hdl.handle.net/2115/75340
Appears in Collections:農学院・農学研究院 (Graduate School of Agriculture / Faculty of Agriculture) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

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