Direct chemical derivatization of natural plant extract: straightforward synthesis of natural plant-like hydantoin. Issue 8 (24th February 2016)

• Record Type: Journal Article
• Authors: Tomohara, Keisuke; Ito, Tomohiro; Hasegawa, Naoto; Kato, Atsushi; Adachi, Isao
• Is Part Of: Tetrahedron letters. Volume 57:Issue 8(2016)
• Page Start: 924
• Page End: 927
• Publication Date: 2016-02-24
• Subjects: Direct chemical derivatization -- Natural plant extract -- Bucherer–Bergs reaction -- Hydantoin -- Tetrasubstituted carbon -- Curcuma zedoaria; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2016.01.054
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: 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.