6261-33-2

Upstream product

• 529-33-9 1,2,3,4-Tetrahydro-1-naphthol 
• 100-51-6 benzyl alcohol 
• 6261-32-1 2-benzylidene-1-tetralone 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 132797-26-3 2-benzyl-1-tetralone 
• 91-01-0 1,1-Diphenylmethanol 
• 6261-32-1 (E)-2-benzylidene-1-tetralone 
• 253609-31-3 (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-naphthalinone 
• 7007-34-3 1-(3,4-dihydro-1-naphthalenyl)pyrrolidine 
• 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 
• 6261-31-0 2-benzylidene-1-tetralol 
• 100-52-7 benzaldehyde 

Downstream Products

• 157485-34-2 (S)-2-benzyl-1-tetralone 
• 27019-11-0 3-benzyl-1,2-dihydronaphthalene 
• 78140-79-1 trans-2-benzyl-1,2,3,4-tetrahydronaphthalene-1-ol acetate 
• 129113-12-8 2Z-benzylidene-1,2,3,4-tetrahydronaphthalene 
• 129113-11-7 2-benzyl-1,4-dihydronaphthalene 
• 613-59-2 2-benzylnaphthalene 

Relevant academic research and scientific papers

Asymmetric Hydrogenation of Racemic Allylic Alcohols via an Isomerization-Dynamic Kinetic Resolution Cascade

Prochiral racemic allylic alcohols are converted to enantioenriched chiral alcohols bearing adjacent stereocenters catalyzed by a diamine diphosphine Ru complex in the presence of tBuOK. The protocol features a broad substrate scope (56 examples) and high

Asymmetric Transfer Hydrogenation of Arylidene-Substituted Chromanones and Tetralones Catalyzed by Noyori-Ikariya Ru(II) Complexes: One-Pot Reduction of C═C and C═O bonds

3-Arylidenechroman-4-ones and 2-arylidene-1-tetralones are hydrogenated to cis-benzylic alcohols in dr's and er's up to 99:1 via a C═C and C═O one-pot reduction in the presence of 2-5 mol % Noyori-Ikariya-type RuII chiral complexes and HCO2Na as a hydroge

Switchable β-alkylation of secondary alcohols with primary alcohols by a well-defined cobalt catalyst

β-alkylation of secondary alcohols with primary alcohols to selectively generate alcohols by a well-defined Co catalyst is presented. Remarkably, a low catalyst loading of 0.7 mol % can be employed for the reaction. More significantly, this study represents the first Co-catalyzed switchable alcohol/ketone synthesis by simply manipulating the reaction parameters. In addition, the transformation is environmentally friendly, with water as the only byproduct.

Chelate ring size effects of Ir(P,N,N) complexes: Chemoselectivity switch in the asymmetric hydrogenation of α,β-unsaturated ketones

A novel, highly modular approach has been developed for the synthesis of new chiral P,N,N ligands with the general formula Ph2P(CH3)CH(CH2)mCH(CH3)NHCH2CH2(CH2)nN(CH3)2 and Ph2P(CH3)CHCH2CH(CH3)NHCH2(CH2)n-2-Py (m, n = 0, 1). The systematic variation of their P–N and N–N backbone led to the conclusion that the activity, chemo- and enantioselectivity in the hydrogenation of α,β-unsaturated ketones are highly dependent on the combination of the two bridge lengths. It has been found that a minor change in the ligand's structure, i. e. varying the value of m from 1 to 0, can switch the chemoselectivity of the reaction, from 80percent C[dbnd]O to 97percent C[dbnd]C selectivity.

Iridium(I)-Catalyzed C-C and C-N Bond Formation Reactions via the Borrowing Hydrogen Strategy

Iridium(I) complexes having an imidazol-2-ylidene ligand with benzylic wingtips efficiently catalyzed the β-alkylation of secondary alcohols with primary alcohols and acceptorless dehydrogenative cyclization of 2-aminobenzyl alcohol with ketones through a borrowing hydrogen pathway. The β-alkylated alcohols, including cholesterol derivatives, and substituted quinolines were obtained in good yields by using a minute amount of the catalyst with a catalytic amount of NaOH or KOH under the air atmosphere, liberating water (and H2 in the case of quinoline synthesis) as the sole byproduct. Notably, this system demonstrated turnover numbers of 940 000 (for β-alkylation of secondary alcohols with primary alcohols by using down to 0.0001 mol % = 1 ppm of the catalyst) and 9200 (acceptorless dehydrogenative cyclization of 2-aminobenzyl alcohol with ketones).

Isomerization-Asymmetric Hydrogenation Sequence Converting Racemic β-Ylidenecycloalkanols into Stereocontrolled β-Substituted Cycloalkanols Using a Ru Catalytic System with Dual Roles

Racemic β-ylidenecycloalkanols were transformed into the cis-β-substituted cycloalkanols with high enantio- and diastereoselectivities through an isomerization-asymmetric hydrogenation sequence with the (4,4′-bi-1,3-benzodioxole)-5,5′-diylbis[di(3,5-xylyl)phosphine (DM-Segphos)/2-dimethylamino-1-phenylethylamine (DMAPEN)-ruthenium(II) catalyst; such transformation hardly proceeded by single-step asymmetric hydrogenation. The reaction was usually carried out with a substrate-to-catalyst molar ratio of 500 under 4 to 10 atm of H2 to afford the products in cis/trans ratio up to 99:1 and 98% ee. Mechanistic experiments suggested that this catalytic system reversibly formed two reactive species, types (I) and (II), through a ruthenacyclic amide intermediate. The amide complex and allylic alcohol reacted to afford the allylic alkoxide complex with partial or full removal of diamine (type (I)), and this type (I) complex catalyzed isomerization of the allylic alcohols into the racemic α-substituted ketones. The RuH2 complex with chelation of diamine (type (II)) formed by reaction of the amide complex and hydrogen promoted asymmetric hydrogenation of racemic α-substituted ketone into the stereocontrolled β-substituted cycloalkanols through dynamic kinetic resolution. (Figure presented.).

Tandem Cross Coupling Reaction of Alcohols for Sustainable Synthesis of β-Alkylated Secondary Alcohols and Flavan Derivatives

A Ru(II) NHC complex (loading down to 0.001 mol%) catalyzed cross coupling of a broad range of aromatic, aliphatic and heterocyclic alcohols is reported. This protocol also functioned efficiently under solvent-free conditions. Remarkably, this catalytic system disclosed so far the highest TON of 288000 for the cross coupling of alcohols. Notably, this methodology was successfully applied for the one-pot synthesis of a range of flavan derivatives. A detailed DFT studies and kinetic experiments were performed to understand the reaction mechanism as well as the high reactivity of this catalytic system. (Figure presented.).

The method of manufacturing the same

PROBLEM TO BE SOLVED: To provide a method for producing a dimer which can obtain the dimer even in the absence of a specific transition metal such as Ir. SOLUTION: The method for producing a dimer comprises dimerizing an alcohol (1) (wherein R1and R2are each hydrogen or a monovalent hydrocarbon group) and an alcohol (2) (wherein R3and R4are each hydrogen or a monovalent hydrocarbon group) or a carbonyl compound (3) (wherein R3and R4are the same as defined above) in the presence of an alkali metal or an alkali metal base and in the absence of a transition metal. COPYRIGHT: (C)2011,JPOandINPIT

Bifunctional Ru(II) complex catalysed carbon-carbon bond formation: an eco-friendly hydrogen borrowing strategy

The atom economical borrowing hydrogen methodology enables the use of alcohols as alkylating agents for selective C-C bond formation. A bifunctional 2-(2-pyridyl-2-ol)-1,10-phenanthroline (phenpy-OH) based Ru(ii) complex (2) was found to be a highly efficient catalyst for the one-pot β-alkylation of secondary alcohols with primary alcohols and double alkylation of cyclopentanol with different primary alcohols. Exploiting the metal-ligand cooperativity in complex 2, several aromatic, aliphatic and heteroatom substituted alcohols were selectively cross-coupled in high yields using significantly low catalyst loading (0.1 mol%). An outer-sphere mechanism is proposed for this system as exogenous PPh3 has no significant effect on the rate of the reaction. Notably, this is a rare one-pot strategy for β-alkylation of secondary alcohols using a bifunctional Ru(ii)-complex. Moreover, this atom-economical methodology displayed the highest cumulative turn over frequency (TOF) among all the reported transition metal complexes in cross coupling of alcohols.

Bifunctional RuII-Complex-Catalysed Tandem C?C Bond Formation: Efficient and Atom Economical Strategy for the Utilisation of Alcohols as Alkylating Agents

Catalytic activities of a series of functional bipyridine-based RuIIcomplexes in β-alkylation of secondary alcohols using primary alcohols were investigated. Bifunctional RuIIcomplex (3 a) bearing 6,6’-dihydroxy-2,2’-bipyridine (6DHBP) ligand exhibited the highest catalytic activity for this reaction. Using significantly lower catalyst loading (0.1 mol %) dehydrogenative carbon?carbon bond formation between numerous aromatic, aliphatic and heteroatom substituted alcohols were achieved with high selectivity. Notably, for the synthesis of β-alkylated secondary alcohols this protocol is a rare one-pot strategy using a metal–ligand cooperative RuIIsystem. Remarkably, complex 3 a demonstrated the highest reactivity compared to all the reported transition metal complexes in this reaction.