223903-31-9

Upstream product

• 98793-02-3 3-benzyloxynaphthalen-2-ol 
• 883-99-8 3-hydroxy-2-naphthoic acid methyl ester 
• 7260-11-9 phenyl 2-hydroxy-3-naphthoate 

Downstream Products

• 479543-52-7 3,3'-Bis-benzyloxy-2,2'-dimethoxy-[1,1']binaphthalenyl 
• 39215-21-9 [1,1'-binaphthalene]-2,2',3,3'-tetraol 

Relevant academic research and scientific papers

Ytterbium triflate-assisted catalytic oxidative cross-coupling of 2-naphthol derivatives

The oxidative coupling of 2-naphthol and 3-hydroxy-2-naphthoate derivatives with a copper catalyst under an O2 atmosphere was carried out. The reaction in the presence of a catalytic amount of the Lewis acid, Yb(OTf)3, proceeded in a cross-coupling specific manner.

Lewis acid-assisted oxidative cross-coupling of 2-naphthol derivatives with copper catalysts

The oxidative coupling reactions between 2-naphthol and 3-hydroxy-2-naphthoic acid derivatives using a copper catalyst under an O2 atmosphere in the presence of a catalytic amount of the Lewis acid, such as Yb(OTf)3, were carried out. A highly cross-coupling selective or specific reaction effectively proceeded to give a C1 symmetrical BINOL derivative.

Highly selective oxidative cross-coupling of 2-naphthol derivatives with chiral copper(I)-bisoxazoline catalysts

The asymmetric oxidative coupling reaction of 3-hydroxy-2-naphthoate and 2-naphthol derivatives with the CuCl-(S)-(-)-2,2′-isopropylidenebis(4- phenyl-2-oxazoline) catalyst under an O2 atmosphere was carried out. The reaction proceeded in a highly cross-coupling selective manner (≤99.7%) with a moderate enantioselectivity of up to 65%.

Chiral catalyst, process for preparing the same and its use in the oxidate coupling of naphthols

The compound of this invention is a useful catalyst for the oxidative coupling of naphthol. Its originality lies in that it is a novel vanadium complex of Schiff's base formed by a chiral amino acid and a formyl biphenol or its derivative. Its axis chirality is induced to form by the chiral amino acid. It has the general formula: where R represents a benzyl, an isopropyl, an isobutyl or a tertiary butyl and the configuration of the amino acid is R or S. The compound can catalyze oxidative coupling of naphthol or its derivative to form binaphthol or its derivatives with a high optical purity.

Convenient synthesis and efficient resolution of 3,3′-bis(benzyloxy)-1,1′-binaphthalene-2,2′-diol

The synthesis and resolution of 3,3′-bis(benzyloxy)-1,1′-binaphthalene-2,2′-diol 1 is described. A diastereomeric mixture of 7 (derived from (±)-1 and Boc-Ala-OH) was separated using crystallization and column chromatography.

Use of meso-ternaphthalene derivatives: Linear recognition of the α,ω-diamines by homoditopic receptors

The new ditopic receptors 1-3 consisting of a meso-ternaphthalene backbone and two crown ether rings have been synthesized. Hosts 2 and 3 have been shown to selectively complex and transfer the dipicrates, 1,9-diaminononane and 1,10-diaminodecane, from aqueous solution into the organic phase.

Preparation and absolute configuration of hexahydroxyter- and octahydroxyquaternaphthalene derivatives

Oxidative coupling reactions of the stereochemically defined S-tetrahydroxybinaphthalene derivative gave a separable mixture of two diastereomers of the quaternaphthalenes of S, S, S and S, R, S configurations, whose stereostructures were confirmed by an alternative chemical transformation through the ternaphthalenes as well as the X-ray structure analysis. The CD spectra of the corresponding diastereomers were indicative of the stereochemistry across the axis.