%0 Journal Article %T Total Synthesis of (8S) and (8R) Methyl 8 %A Akiko Yamada %A Hideyuki Matsuura %A Kosaku Takahashi %A Rishni Masimbula %J Natural Product Communications %@ 1555-9475 %D 2019 %R 10.1177/1934578X19861013 %X The first total synthesis of (8R) and (8S) methyl ¦Â-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 1H-NMR and 13C-NMR spectra of the diastereomers. Based on these results, the absolute configurations of glucopyranosyloxymethine in methyl ¦Â-d-glucopyranosyl helianthenate A to E (1 -5) were reconfirmed to be the (R) configuration %K Helianthenate %K Cadiot-Chodkiewicz coupling %K Jerusalem artichoke %K Helianthus tuberosus %U https://journals.sagepub.com/doi/full/10.1177/1934578X19861013