Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1345872 | Tetrahedron: Asymmetry | 2015 | 4 Pages |
Abstract
The enantioselective oxidative coupling of 2-naphthols in water was established using dinuclear vanadium(V/IV) catalysis with O2 as the sole co-oxidant. In the vanadium-catalyzed reaction, the corresponding coupling products were obtained in good to excellent yields with up to 94% enantiomeric excess. In water, racemization of the coupling product was suppressed even at high temperature (70 °C).
Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide
(S)-7,7′-Bis((2-methoxyethoxy)methoxy)-1,1′-bi-2-naphtholC28H30O8Ee = 63% by HPLC on Daicel Chiralpak AS-H column[α]D22 = +61.9 (c 0.7, CHCl3)Source of chirality: Enantioselective oxidative couplingAbsolute configuration: (S)
Related Topics
Physical Sciences and Engineering
Chemistry
Inorganic Chemistry
Authors
Makoto Sako, Shinobu Takizawa, Yasushi Yoshida, Hiroaki Sasai,