82461-15-2

Upstream product

• 24401-39-6 2-methyl-2-phenyl-pentenal 
• 492-37-5 hydratropic acid 
• 76403-17-3 (+/-)-2-methyl-2-phenyl-4-pentenoic acid 
• 57625-76-0 methyl 2-methyl-2-phenyl-4-pentenoate 
• 101-41-7 benzeneacetic acid methyl ester 
• 115913-99-0 N-(2-methyl-2-phenyl-4-pentenylidene)allylamine 
• 115913-92-3 N-allyl-N-phenyl-2-phenyl-1-propenylamine 
• 100747-85-1 N-phenyl-2-methyl-2-phenyl-4-pentenylideneamine 
• 34713-70-7 2-Phenylpropanal 
• 1823-91-2 1-phenylethyl cyanide 
• 104367-49-9 2-methyl-2-phenylpent-4-enenitrile 

Downstream Products

• 82461-14-1 2.4-dimethyl-4-phenyl-tetrahydrofuran 
• 558442-44-7 2-methyl-2-phenylpent-4-enyl acetate 
• 849353-92-0 (1-methoxymethyl-1-methylbut-3-enyl)benzene 
• 24401-39-6 2-methyl-2-phenyl-pentenal 
• 42762-64-1 trans-2-methyl-2-phenylpent-3-enal 
• 413603-44-8 allyl-{1-[4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-3-phenyl-butyl]-piperidin-4-yl}-carbamic acid benzyl ester 
• 235419-92-8 allyl-[1-(4-hydroxy-3-methyl-3-phenyl-butyl)-piperidin-4-yl]-carbamic acid benzyl ester 
• 413603-45-9 allyl-[1-(3-methyl-4-oxo-3-phenyl-butyl)-piperidin-4-yl]-carbamic acid benzyl ester 
• 413603-43-7 4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-3-phenyl-butyraldehyde 

Relevant academic research and scientific papers

Radical Aryl Migration from Boron to Carbon

Radical aryl migration reactions represent a unique type of organic transformations that involve the intramolecular migration of an aryl group from a carbon or heteroatom to a C- or heteroatom-centered radical through a spirocyclic intermediate. Various elements, including N, O, Si, P, S, Sn, Ge, and Se, have been reported to participate in radical aryl migrations. However, radical aryl migration from a boron center has not been reported to date. In this communication, radical 1,5-aryl migration from boron to carbon in aryl boronate complexes is presented. C-radicals readily generated through radical addition onto alkenyl aryl boronate complexes are shown to engage in 1,5-aryl migration reactions to provide 4-aryl-alkylboronic esters. As boronate complexes can be generatedin situby the reaction of alkenylboronic acid esters with aryl lithium reagents, the aryl moiety is readily varied, providing access to a series of arylated products starting from the same alkenylboronic acid ester via divergent chemistry. Reactions proceed with high diastereoselectivity under mild conditions, and also the analogous 1,4-aryl shifts are feasible. The suggested mechanism is supported by DFT calculations.

Isomerization of olefins triggered by rhodium-catalyzed C-H bond activation: Control of endocyclic β-hydrogen elimination

Five-membered metallacycles are typically reluctant to undergo endocyclic β-hydrogen elimination. The rhodium-catalyzed isomerization of 4-pentenals into 3-pentenals occurs through this elementary step and cleavage of two C-H bonds, as supported by deuterium-labeling studies. The reaction proceeds without decarbonylation, leads to trans olefins exclusively, and tolerates other olefins normally prone to isomerization. Endocyclic β-hydrogen elimination can also be controlled in an enantiodivergent reaction on a racemic mixture.

Decarboxylative allylations of ester enolate equivalents

A variety of ester enolate equivalents are generated in situ and undergo α-allylation in high yields via palladium-catalyzed decarboxylative allylation. The transformations are complete within very short reaction times under ambient conditions. Synthesis of α-allylated acyl derivatives provides access to other carboxylic acid and alcohol derivatives via acyl group substitution or reduction. This journal is

Reaction of γ-hydroy-N-[1-(dimethylcarbamoyl)ethyl]butanamides under the 'direct amide cyclization' conditions

The preparation of the title compounds was achieved via the 'azirine/oxazolone method' starting from the corresponding γ-hydroxy acids. Upon subjecting the γ-hydroxy-N-[1-(dimethylcarbamoyl)-ethyl] butanamides 4 to the so-called 'direct amide cyclization' (DAC) conditions, chlorinated acids 11 or imino lactones 12 were obtained as the sole products instead of the expected cyclodepsipeptides A or their cyclodimers (Scheme 4). Variation of the substituents in 4 did not affect the outcome of the reaction and a mechanism for the formation of both products from the intermediate oxazolone 13 has been proposed. Under the acidic conditions of the DAC, the imino lactones are formed as their HCl salts 12, which, in polar solvents or on silica gel, reacted further to give the chlorinated acids 11. Stabilization of the imino lactones was achieved by increasing the substitution in the five-membered ring, and their structure, in the form of the hydrochlorides, was established independently by X-ray crystallography (Fig. 4). A derivative 15 of the imino lactone 12a was prepared by the reaction with the 2H-azirin-3-amine 10a; its structure was also established by an X-ray crystal-structure determination (Fig. 3). Furthermore, the structures of the ω-chloro acids 11a and 11b were determined by X-ray crystallography (Fig. 2).

1,1,1-TRIFLUORO-4-PHENYL-4-METHYL-2-(1H-PYRROLO

Compounds of Formula (IA), IB), IC), and (ID) wherein R1, R2, R3, R4, R5, and R6 are as respectively defined herein for Formula (IA), (IB), (IC), and (ID), or a tautomer, prodrug, solvate, or salt thereof; pharmaceutical compositions containing such compounds, and methods of modulating the glucocorticoid receptor function and methods of treating disease-states or conditions mediated by the glucocorticoid receptor function or characterized by inflammatory, allergic, or proliferative processes in a patient using these compounds.

Chemokine receptor binding heterocyclic compounds with enhanced efficacy

The invention relates to heterocyclic compounds consisting of a core nitrogen atom surrounded by three pendant groups, wherein two of the three pendant groups are preferably benzimidazolyl methyl and tetrahydroquinolyl, and the third pendant group contains N and optionally contains additional rings. The compounds bind to chemokine receptors, including CXCR4 and CCR5, and demonstrate protective effects against infection of target cells by a human immunodeficiency virus (HIV).

Design, synthesis, and SAR of heterocycle-containing antagonists of the human CCR5 receptor for the treatment of HIV-1 infection

Replacement of the large hydantoin-indole moiety from our previous work with a variety of smaller heterocyclic analogues gave rise to potent CCR5 antagonists having binding affinity comparable to the hydantoin analogues. The synthesis, SAR, and biological profiles of this class of antagonists are described.

Palladium(0)-Catalyzed Rearrangement of N-Allylenamines. Synthesis of δ,ε-Unsaturated Imines and γ,δ-Unsaturated Carbonyl Compounds

Palladium-catalyzed rearrangement of N-allylenamines proceeds readily in the presence of a catalytic amount of trifluoroacetic acid to give δ,ε-unsaturated imines.Conveniently, δ,ε-unsaturated imines can be prepared directly by the reaction of allylamines with carbonyl compounds under the same conditions highly efficiently.The reaction involves oxidative addition of Pd(0) species to allylenammonium salts to give ?-allylpalladium complexes, which undergo intramolecular nucleophilic reaction with enamines give imines.The δ,ε-unsaturated imines are versatile synthetic precursors such as γ,δ-unsaturated carbonyl compounds.Synthetic applications are also described.

Substituted tetrahydrofurans

Novel substituted tetrahydrofurans having a six-membered ring in the 4 position and methyl substituents in the 2 and 4 positions possess organoleptic properties described as fruity, citrus-like and reminiscent of grapefruit. These compounds are useful in fragrances and flavors.