Determination of the absolute stereochemistry of (+)-solaniol

Cheka Kehelpannala, G. R.Nalin Rathnayake, Dilhara Dissanayake, Dinusha Kanatiwela, N. Savitri Kumar, Nimal Adikaram, Lalith Jayasinghe, Hiroshi Araya, Yoshinori Fujimoto

Research output: Contribution to journalArticlepeer-review

Abstract

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. Graphic abstract: [Figure not available: see fulltext.]

Original languageEnglish
Pages (from-to)2233-2235
Number of pages3
JournalChemical Papers
Volume75
Issue number5
DOIs
Publication statusPublished - May 2021

Keywords

  • Absolute stereochemistry
  • Mosher’s method
  • Naphthoquinone
  • Solaniol

Fingerprint

Dive into the research topics of 'Determination of the absolute stereochemistry of (+)-solaniol'. Together they form a unique fingerprint.

Cite this