ChemInform Abstract: Asymmetric Aza‐Friedel—Crafts Reaction of 2‐Naphthol with Tosylimines Catalyzed by a Dinuclear Zinc Complex

Abstract

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Development of Bifunctional Chiral Thioureas and Thiosquaramides in the Synthesis of Betti Bases

“…After completion of the reaction, the solvent was evaporated, and the residue was purified by silica gel column chromatography using a solvent mixture of hexane:ethyl acetate = 4:1 as eluent. Spectral data matched that reported by Hui [11]. HPLC: Chiralpak OD-H (250 × 4.6 mm), hexane/iPrOH = 94/6, flow = 1 mL/min, λ = 235 nm, t S = 17.3 min, and t R = 22.9 min.…”

“…2 Determined by HPLC analysis, Chiralpak OD-H, hexane:iPrOH 94:6, 1 mL/min, 235 nm. 3 The configuration was established by comparison with the optical rotation from the literature [11,13]. Reagents and conditions: 6-hydroxyquinoline (0.1 mmol, 1 eq.…”

“…Their widespread applications have generated considerable interest in developing asymmetric methods for their preparation. In 2010, the Hui group reported an enantioselective Betti reaction of 2-naphthol with tosylimines catalyzed by a dinuclear zinc complex, to prepare chiral Betti base derivatives with high yields and excellent enantioselectivity of up to 96% [11]. Subsequent studies were carried out using quinine-squaramide organocatalysts [12].…”