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

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

Research output: Contribution to journalArticle

10 Citations (Scopus)

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
Publication statusPublished - Feb 24 2016
Externally publishedYes

Fingerprint

Hydantoins
Curcuma
Plant Extracts
Chemical properties
Carbon
Molecules
ethyl acetate

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Direct chemical derivatization of natural plant extract : Straightforward synthesis of natural plant-like hydantoin. / Tomohara, Keisuke; Ito, Tomohiro; Hasegawa, Naoto; Kato, Atsushi; Adachi, Isao.

In: Tetrahedron Letters, Vol. 57, No. 8, 24.02.2016, p. 924-927.

Research output: Contribution to journalArticle

Tomohara, Keisuke ; Ito, Tomohiro ; Hasegawa, Naoto ; Kato, Atsushi ; Adachi, Isao. / Direct chemical derivatization of natural plant extract : Straightforward synthesis of natural plant-like hydantoin. In: Tetrahedron Letters. 2016 ; Vol. 57, No. 8. pp. 924-927.
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