15960-71-1

Upstream product

• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 1066-54-2 trimethylsilylacetylene 
• 4301-14-8 acetylenemagnesium bromide 
• 74-86-2 acetylene 
• 70277-75-7 lithium acetylide 

Downstream Products

• 1287687-05-1 [Ru(C₃(4-methoxyphenyl)Me)(indenyl)(PPh₃)P(OC₁₀H₆)2N(CH₂Ph)2]PF₆ 
• 1416772-22-9 4,4'-((2E,4E,6E)-3,6-dibromoocta-2,4,6-triene-2,7-diyl)bis(methoxybenzene) 
• 182743-62-0 4-methoxy-4-(4-methoxyphenyl)pent-2-yn-1-ol 
• 182743-64-2 Acetic acid 4-(4-methoxy-phenyl)-penta-2,3-dienyl ester 
• 182743-63-1 4-(4-methoxyphenyl)-2,3-pentadienol 
• 182743-61-9 3-methoxy-3-(4-methoxyphenyl)but-1-yne 
• 31254-20-3 3-hydroxy-3-(4-methoxyphenyl)-but-1-ene 

Relevant academic research and scientific papers

AZETIDIN-3-YLMETHANOL DERIVATIVES AS CCR6 RECEPTOR MODULATORS

The present invention relates to compounds of Formula (I), their synthesis and use as CCR6 receptor modulators for the treatment or prevention of various diseases, conditions or disorders.

Allylic and Allenylic Dearomatization of Indoles Promoted by Graphene Oxide by Covalent Grafting Activation Mode

The site-selective allylative and allenylative dearomatization of indoles with alcohols was performed under carbocatalytic regime in the presence of graphene oxide (GO, 10 wt percent loading) as the promoter. Metal-free conditions, absence of stoichiometric additive, environmentally friendly conditions (H2O/CH3CN, 55 °C, 6 h), broad substrate scope (33 examples, yield up to 92 percent) and excellent site- and stereoselectivity characterize the present methodology. Moreover, a covalent activation model exerted by GO functionalities was corroborated by spectroscopic, experimental and computational evidences. Recovering and regeneration of the GO catalyst through simple acidic treatment was also documented.

Kinetic Resolution of Tertiary Propargylic Alcohols by Enantioselective Cu?H-Catalyzed Si?O Coupling

A broad range of tertiary propargylic alcohols were kinetically resolved by catalyst-controlled enantioselective silylation. This non-enzymatic kinetic resolution is catalyzed by a Cu?H species and makes use of the commercially available precatalyst MesCu/(R,R)-Ph-BPE and a simple hydrosilane as the resolving reagent. Both alkyl,aryl- as well as dialkyl-substituted propargylic alcohols participate, and especially high selectivity factors are achieved when the alkyne terminus carries a TIPS group, which also enables facile post-functionalization in this position (s up to 207).

Coordination-Induced Stereocontrol over Carbocations: Asymmetric Reductive Deoxygenation of Racemic Tertiary Alcohols

The inherent difficulty in eliciting facial control over carbocations has limited their utility as intermediates in asymmetric catalysis. We have now shown that a docking strategy involving the reversible coordination of a substrate to a chiral transition-metal catalyst can be used to enable highly stereoselective nucleophilic attack on intermediate tertiary carbocations. This approach has been implemented to achieve the first example of enantioselective reductive deoxygenation of tertiary alcohols. This reduction occurs with high enantio- (up to 96% ee) and regioselectivity (up to >50:1 rr) by applying a novel Hantzsch ester analogue as a convenient hydride source. In-depth mechanistic studies support the involvement of a tertiary carbocation that is coordinated to the iridium metal center via the key allene moiety.

Synthesis of Vinyl-, Allyl-, and 2-Boryl Allylboronates via a Highly Selective Copper-Catalyzed Borylation of Propargylic Alcohols

An efficient methodology for the synthesis of vinyl-, allyl-, and (E)-2-boryl allylboronates from propargylic alcohols via Cu-catalyzed borylation under mild conditions is reported. In the presence of commercially available Cu(OAc)2 or Cu(acac)2 and Xantphos, the reaction affords the desired products in up to 92% yield with a broad substrate scope (43 examples). Isolation of an allenyl boronate as the reaction intermediate suggests that an insertion-elimination-type reaction, followed by borylcupration, is involved in the borylation of propargylic alcohols.

Pd(II)-catalyzed highly regio-and stereoselective assembly of C-C double bonds: An efficient method for the synthesis of 2,4-dihalo-1,3,5-trienes from alkynols

A highly efficient method for the synthesis of 2,4-dihalo-1,3,5-trienes from alkynols was developed. This chemistry allows access to multiple conjugated double bonds in a single step with high stereoselectivity.

83. Chiral 2-Aryl-2-methyl-2H-1-benzopyrans: Synthesis, Characterization of Enantiomers, and Barriers to Thermal Racemization

The ease of thermal breaking of the C(sp3)-O bond of the 2-aryl-2-methyl-2H-1-benzopyrans 1-9 was evaluated by measuring the free energy (ΔG≠e) of the racemization reaction of optically active compounds. The variation ot Δ