Direct chemical derivatization of natural plant extract: Straightforward synthesis of natural plant-like hydantoin

Keisuke Tomohara*, Tomohiro Ito, Naoto Hasegawa, Atsushi Kato, Isao Adachi

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

24 Scopus citations

Abstract

The direct chemical derivatization of natural plant extracts that would enable the straightforward synthesis of natural plant-like molecules seemed to be far from reality due primarily to the inherently complex chemical property of the extract. After model studies, the envisioned derivatization was realized under the rationally designed Bucherer-Bergs reaction conditions to afford unnatural hydantoin with tetrasubstituted carbon from the ethyl acetate extract of Curcuma zedoaria. The reaction proceeded with enough chemoselectivity to identify the desired product from the mixture by the reliable guidance of spectroscopic analyses.

Original languageEnglish
Pages (from-to)924-927
Number of pages4
JournalTetrahedron Letters
Volume57
Issue number8
DOIs
StatePublished - 2016/02/24

Keywords

  • Bucherer-Bergs reaction
  • Curcuma zedoaria
  • Direct chemical derivatization
  • Hydantoin
  • Natural plant extract
  • Tetrasubstituted carbon

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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