87436-86-0

Upstream product

• 142-68-7 TETRAHYDROPYRANE 
• 15848-22-3 5-bromo-1-pentanyl acetate 
• 34626-51-2 5-bromopentan-1-ol 
• 69936-53-4 6-phenylhex-5-yn-1-ol 
• 170651-17-9 6-phenylhex-5-yn-1-yl acetate 
• 536-74-3 phenylacetylene 
• 108-86-1 bromobenzene 
• 928-90-5 5-hexyl-1-ol 
• 220791-90-2 (Z)-6-phenyl-5-hexenyl 2-tetrahydropyranyl ether 
• 100-52-7 benzaldehyde 
• 34626-52-3 5-hydroxypentyltriphenylphosphonium bromide 
• 98096-54-9 C₁₄H₂₃NO₂ 
• 591-50-4 iodobenzene 

Downstream Products

• 220791-92-4 (Z)-1-<2-methoxy-6-(methoxymethoxy)phenyl>-6-phenyl-5-hexen-1-ol 
• 220791-91-3 (Z)-1-<2-(methoxymethoxy)phenyl>-6-phenyl-5-hexen-1-ol 
• 36884-76-1 (Z)-6-phenyl-5-hexenal 
• 24320-83-0 cis-6-Phenyl-hexen-⁽⁵⁾-yl-⁽¹⁾-p-brom-benzolsulfonat 

Relevant academic research and scientific papers

Stereospecific Alkene Aziridination Using a Bifunctional Amino-Reagent: An Aza-Prilezhaev Reaction

In situ deprotection (TFA) of O-Ts activated N-Boc hydroxylamines triggers intramolecular aziridination of N-tethered alkenes to provide complex N-heterocyclic ring systems. Synthetic and computational studies corroborate a diastereospecific aza-Prilezhaev-type mechanism. The feasibility of related intermolecular alkene aziridinations is also demonstrated.

Tandem Pd-catalyzed C-C coupling/recyclization of 2-(2-bromoaryl)cyclopropane-1,1-dicarboxylates with primary nitro alkanes

The first successful synthesis of 1H-2,3-benzoxazine 3-oxides has been described. The efficiency of the approach is provided by the C-C-coupling of 2-(2-bromoaryl)cyclopropane-1,1-dicarboxylates with primary nitroalkanes catalyzed by Pd(dba)2/JohnPhos system followed by in situ recyclization of the intermediates. Several representative transformations allowing selective modification of the nitronate as well as malonate functionalities in the resulting compounds are demonstrated.

Copper-Catalyzed Diastereoselective Synthesis of Trifluoromethylated Tetrahydrofurans

The copper-catalyzed intramolecular diastereoselective trifluoromethylcycloetherification of homoallylic alcohols with Togni's reagent as trifluoromethylating reagent was realized under mild conditions. Various trifluoromethylated tetrahydrofurans were synthesized in moderate to good yields. Moreover, a wide range of common functional groups was tolerated.

Step-economical synthesis of taxol-like tricycles through a palladium-catalyzed domino reaction

A quick and easy way to produce tricycles related to the core structure of taxanes has been achieved using a palladium-catalyzed domino reaction (see scheme, Bz=benzoyl). These studies have been performed with function-oriented synthesis in mind. An effic

Microwave-assisted one-pot hydrostannylation/Stille couplings.

In a fraction of the time required by conventional methods, microwave-accelerated one-pot hydrostannylation/Stille coupling allows 1-alkynes to be efficiently transformed into 1,3-dienes or styrenes.

Facile synthesis of the fused 6-6-5 ring system containing chroman ring from 2-(1-hydroxy-5-alkenyl)phenol derivatives via intramolecular inverse- electron-demand diels-alder reaction

A simple and facile synthesis of the fused 6-6-5 ring system, i.e., 1,2,3,3a,4,9b-hexahydrocyclopenta[c][1]benzopyrans, was achieved through the intramolecular [4+2] cycloaddition of o-quinonemethides generated from 2-(1- hydroxy-5-alkenyl)phenol derivatives under acidic conditions. In general, cis-fused tricyclic compounds of 6-6-5 ring system were obtained as the major products. Reactivity and selectivity of the cycloaddition reaction depended on the substituents on the aromatic ring and in the dienophilic olefin moiety.

EVOLUTION THERMIQUE DE N-OXYDES DE DIMETHYLAMINO-5 ALCANOLS-1 SUBSTITUES EN 5. COMPETITION ENTRE REARRANGEMENTS DE COPE ET DE MEISENHEIMER

The effect of the substituent R in the 5 position was studied in the decomposition of 1,5-aminoalcohol N-oxides: Meisenheimer rearrangements takes place when R is the vinyl group but is not observed with the phenyl substituent; elimination to alkenol only

ANOMALOUS STEREOCHEMISTRY IN THE WITTIG REACTION INDUCED BY NUCLEOPHILIC GROUPS IN THE PHOSPHONIUM YLIDE

Reaction of ylides from 3-9 with benzaldehyde show that carboxylate and oxido functionalities proximate to the ylide center promote anomalously high E stereoselectivity in alkene formation.Through the use of α-deuterated ylides 12-14, an internal "trans-selective Wittig" mechanism was ruled out as a principal source of exaggerated E alkene production.