157485-34-2

Upstream product

• 100-39-0 benzyl bromide 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 147328-49-2 1-trimethylsilyloxy-2-benzyl-tetral-1-ene 
• 157485-23-9 2-benzyl-2-isobutyl-(3,4)-dihydronaphthalen-1-one 
• 38858-72-9 1-trimethylsiloxy-3,4-dihydronaphthalene 
• 6261-33-2 trans-2-benzyl-1,2,3,4-tetrahydronaphthalen-1-ol 
• 6261-33-2 (1R,2S)-2-benzyl-1,2,3,4-tetrahydronaphthalen-1-ol 
• 6261-32-1 (E)-2-benzylidene-1-tetralone 
• 1314305-54-8 2-benzyl-1-(trifluoroacetoxy)tetral-1-ene 
• 253609-34-6 (1R,1'R,1''R,2S,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]-1,2,3,4-tetrahydro-1-naphthalinol 
• 253609-35-7 (1S,1'R,1''R,2S,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]-1,2,3,4-tetrahydro-1-naphthalinol 
• 7007-34-3 1-(3,4-dihydro-1-naphthalenyl)pyrrolidine 
• 6261-32-1 2-benzylidene-1-tetralone 
• 157485-20-6 2-isobutyl-(3,4)-dihydronaphtalen-1-one N,N-dimethylhydrazone 

Relevant academic research and scientific papers

Enantioselective protonation of alkenyl trifluoroacetates catalyzed by chiral tin methoxide

Go catalytic! A catalytic enantioselective protonation of alkenyl trifluoroacetates was achieved by using an in situ generated chiral tin bromide methoxide as the chiral catalyst in the presence of methanol (see scheme). Optically active ketones containing a tertiary stereogenic center at the α-position were obtained with enantioselectivities of up to 94 % ee. Copyright

Novel non-metal catalyst for catalyzing asymmetric hydrogenation of ketone and alpha, beta-unsaturated ketone

The invention discloses a novel non-metal catalyst for catalyzing asymmetric hydrogenation of ketone and alpha, beta-unsaturated ketone. The preparation method of a chiral alcohol compound shown as formula IV comprises the following step of: reacting a ketone compound shown as formula V with hydrogen under the catalysis of tri(4-hydrotetrafluorophenyl)boron and a chiral oxazoline compound to obtain the chiral alcohol compound shown as the formula IV; the preparation method of a chiral tetralone compound shown as formula VI comprises the following step of: under the catalysis of tri(4-hydrotetrafluorophenyl)boron and a chiral oxazoline compound, reacting an alpha, beta-unsaturated ketone compound shown as formula VII with hydrogen to obtain the chiral tetralone compound shown as the formula VI. The method has the advantages of easy synthesis of raw materials, mild reaction conditions, simple operation, high stereoselectivity and the like, the ee value of the product is up to 92%, and the yield is up to 99%.

Enantioselective decarboxylative protonation and deuteration of β-ketocarboxylic acids

Enantioselective decarboxylative protonation of tetralone-derived β-ketocarboxylic acids was achieved with up to 89% enantiomeric excess (ee)-in the presence of a chiral primary amine catalyst. Furthermore, this method was applied to enantioselective deuteration to afford the corresponding α-deuterioketones with up to 88% ee.

Asymmetric Hydrogenation of Ketones and Enones with Chiral Lewis Base Derived Frustrated Lewis Pairs

The concept of frustrated Lewis pairs (FLPs) has been widely applied in various research areas, and metal-free hydrogenation undoubtedly belongs to the most significant and successful ones. In the past decade, great efforts have been devoted to the synthesis of chiral boron Lewis acids. In a sharp contrast, chiral Lewis base derived FLPs have rarely been disclosed for the asymmetric hydrogenation. In this work, a novel type of chiral FLP was developed by simple combination of chiral oxazoline Lewis bases with achiral boron Lewis acids, thus providing a promising new direction for the development of chiral FLPs in the future. These chiral FLPs proved to be highly effective for the asymmetric hydrogenation of ketones, enones, and chromones, giving the corresponding products in high yields with up to 95 % ee. Mechanistic studies suggest that the hydrogen transfer to simple ketones likely proceeds in a concerted manner.

Asymmetric organocatalytic protonation of silyl enolates catalyzed by simple and original betaines derived from Cinchona alkaloids

The asymmetric protonation of silyl enolates derived from tetralone, benzosuberone, and cyclohexanone has been successfully achieved by using simple and original betaine catalysts derived from Cinchona alkaloids (quinine and quinidine series) to afford th

Catalytic enantioselective protonation of enol trifluoroacetates by means of hydrogenocarbonates and cinchona alkaloids

Herein is disclosed an efficient catalytic enantioselective protonation of enol acetates by means of a readily implementable transition-metal-free chemical process. By making use of simple hygrogenocarbonates as the proton source and hydroquinine anthraquinone-1,4-diyl diether as the chiral proton shuttle, a series of cyclic enol trifluoroacetates are protonated under mild conditions to yield the corresponding ketones in up to 93% ee.

Organocatalyzed enantioselective protonation of silyl enol ethers: Scope, limitations, and application to the preparation of enantioenriched homoisoflavones

In the present work, enantioselective protonation of silyl enol ethers is reported by means of a variety of chiral nitrogen bases as catalysts, mainly derived from cinchona alkaloids, in the presence of various protic nucleophiles as proton source. A detailed study of the most relevant reaction parameters is disclosed allowing high enantioselectivities of up to 92% ee with excellent yields to be achieved under mild and eco-friendly conditions. The synthetic utility of this organocatalytic protonation was demonstrated during the preparation of two homoisoflavones 4a and 4b, isolated from Chlorophytum Inornatum and Scilla Nervosa, which were obtained with 81% and 78% ee, respectively.

Highly enantioselective synthesis of optically active ketones by iridium-catalyzed asymmetric hydrogenation

(Chemical Equation Presented) Close to perfect enantioselectivity (up to 99% ee, see scheme) is found for the formation of α-substituted ketones by the asymmetric hydrogenation of enones with an iridium-phosphinooxazoline catalyst. In an operationally simple process, both linear and cyclic substrates react well and afford the desired products in high yields. A wide variety of substituents are tolerated, thus making the method synthetically appealing.

Straightforward organocatalytic enantioselective protonation of silyl enolates by means of cinchona alkaloids and carboxylic acids

The combination of cinchona alkaloids and carboxylic acids provides a very simple chiral proton source. By using this system, enantioselective protonation of silyl enolates was achieved affording the corresponding ketones in high yields and in up to 75% e

Organocatalytic enantioselective protonation of silyl enolates mediated by cinchona alkaloids and a latent source of HF

Hidden benefits: The enantioselective organocatalytic protonation of silyl enolates has been achieved by using readily available cinchona alkaloid catalysts (1) and a latent source of HF that delivers "at will" the active catalytic hydrogen fluoride salt