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Determination of the absolute stereochemistry of ( +)-solaniol

Authors :
G. R. Nalin Rathnayake
Yoshinori Fujimoto
Dinusha Kanatiwela
Lalith Jayasinghe
Cheka Kehelpannala
N. Savitri Kumar
Hiroshi Araya
Dilhara Dissanayake
N. K. B. Adikaram
Source :
Chemical Papers. 75:2233-2235
Publication Year :
2021
Publisher :
Springer Science and Business Media LLC, 2021.

Abstract

The absolute stereochemistry of ( +)-solaniol (5,8-dihydroxy-7-(2-hydroxypropyl)-2-methoxy-6-methyl-1,4-naphthoquinone) (1) was deduced to be S using Mosher’s method. Our result did not accord with the R configuration of ( +)-solaniol recently proposed by Maharjan et al., but agreed with the S configuration determined by X-ray crystallographic analysis by Kyekyeku et al. In addition, complete and unambiguous assignments of 13C NMR signals for 1 are reported.

Details

ISSN :
13369075 and 25857290
Volume :
75
Database :
OpenAIRE
Journal :
Chemical Papers
Accession number :
edsair.doi...........e05dcc0f2a9c72c1831cfa0a77f0ce3c