157604-38-1

Upstream product

• 108-05-4 vinyl acetate 
• 40358-58-5 rac-(-)-(1R,2S)-2-(naphthalen-1-yl)cyclohexan-1-ol 
• 90-14-2 1-Iodonaphthalene 
• 286-20-4 cyclohexane-1,2-epoxide 
• 90-11-9 1-Bromonaphthalene 
• 1373216-32-0 tris(4-isopropylphenyl)silyl chloride 
• 643760-73-0 (-)-2-(naphthalen-1-yl)cyclohexanone 
• 22591-15-7 2-(naphthalen-1-yl)cyclohexanone 
• 14474-59-0 naphthalen-1-yl-lithium 

Relevant academic research and scientific papers

Synthesis method of chiral trans-2-substituted naphthenic alcohol

The invention relates to a synthesis method of chiral trans-2-substituted naphthenic alcohol. The invention provides a method for synthesizing chiral trans-cycloalkanol through asymmetric hydrogenation of palladium-catalyzed 2-substituted cyclic ketone. According to the method,a chiral diphosphine P-P * complex of metal palladium is taken as a catalyst, an acid additive is used in cooperation, asymmetric hydrogenation is carried out on a 2-substituted cyclic ketone compound to obtain a corresponding chiral trans-cycloalkanol compound. the enantiomeric excess of the chiral trans-cycloalkanol compound can reach 97% at most, and the trans-selectivity of the chiral trans-cycloalkanol compound is up to 20: 1. The method is simple and convenient to operate, practical, easy to implement, high in yield, high in atom economy and environment-friendly; the catalyst is commercially available; the reaction conditions are mild; and the method has a potential practical application value.

Palladium-catalyzed asymmetric hydrogenation of 2-aryl cyclic ketones for the synthesis oftranscycloalkanols through dynamic kinetic resolution under acidic conditions

The first efficient palladium-catalyzed asymmetric hydrogenation of 2-aryl cyclic ketones has been described through dynamic kinetic resolution under acidic conditions, providing a facile access to chiraltranscycloalkanol derivatives with excellent enantioselectivities.

Diastereoselective and Enantioselective Silylation of 2-Arylcyclohexanols

The silylation-based kinetic resolution of trans 2-arylcyclohexanols was accomplished by employing a triaryl silyl chloride as the derivatizing reagent with a commercially available isothiourea catalyst. The methodology is selective for the trans diastereomer over the cis, which provides an opportunity to selectively derivatize one stereoisomer out of a mixture of four. By employing this technology, a facile, convenient method to form a highly enantiomerically enriched silylated alcohol was accomplished through a one-pot reduction-silylation sequence that started with a 2-aryl-substituted ketone.

Organolithium/chiral Lewis base/BF3: A versatile combination for the enantioselective desymmetrization of meso-epoxides

BF3 can be used in combination with organolithium/strong Lewis base complexes for the enantioselective nucleophilic ring-opening or the carbenoidic rearrangement of various meso-oxiranes with excellent yields and ee values of up to 87%. Mechanistic aspects of these reactions are considered. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.

Enantioselective nucleophilic opening of meso epoxides by organolithium reagents

Aryl lithium reagents, complexed with (-)-sparteine, react enantioselectively with cyclic meso epoxides, to afford chiral aryl cyclanols. The enantiomeric excess, though moderate (27-87%), is the best in the literature for such a reaction. Activation by B

Preparation of Enantiomerically Pure trans- and cis-2-(1-Naphthyl)cyclohexan-1-ols

Lipase-mediated treatment of racemic trans-2-(1-naphthyl)cyclohexan-1-ol with vinyl acetate allows clear-cut enantiospecific kinetic acetylation to give (+)-(1R,2S)-acetate in excellent chemical and enantiomeric excesses leaving (+)-(1S,2R)-alcohol in an