72745-66-5

Upstream product

• 620-79-1 Ethyl 2-benzylacetoacetate 
• 100-39-0 benzyl bromide 
• 83305-65-1 4-(2-benzyl-3-oxo-butyryl)-morpholine 

Downstream Products

• 141648-66-0 4-benzyl-3-methyl-4-(3-oxobutyl)isoxazol-5(4H)-one 
• 138528-26-4 4-Amino-4-benzyl-3-methyl-4H-isoxazol-5-one; hydrobromide 
• 133469-85-9 4-Benzyl-2,5-dimethyl-1H-imidazole; hydrobromide 
• 133469-84-8 4-Benzyl-5-methyl-1H-imidazole; hydrobromide 
• 133469-96-2 3a-benzyl-6a-hydroxy-5-dimethylamino-3-methyl-6,6a-dihydro-3aH-pyrrolo<2,3-d>isoxazole 
• 133469-70-2 N'-(4-Benzyl-3-methyl-5-oxo-4,5-dihydro-isoxazol-4-yl)-N,N-dimethyl-acetamidine 
• 133469-71-3 N'-(4-Benzyl-3-methyl-5-oxo-4,5-dihydro-isoxazol-4-yl)-N,N-dimethyl-formamidine 
• 133469-54-2 4-Azido-4-benzyl-3-methyl-4H-isoxazol-5-one 

Relevant academic research and scientific papers

Complementing Pyridine-2,6-bis(oxazoline) with Cyclometalated N-Heterocyclic Carbene for Asymmetric Ruthenium Catalysis

A strategy for expanding the utility of chiral pyridine-2,6-bis(oxazoline) (pybox) ligands for asymmetric transition metal catalysis is introduced by adding a bidentate ligand to modulate the electronic properties and asymmetric induction. Specifically, a ruthenium(II) pybox fragment is combined with a cyclometalated N-heterocyclic carbene (NHC) ligand to generate catalysts for enantioselective transition metal nitrenoid chemistry, including ring contraction to chiral 2H-azirines (up to 97 % ee with 2000 TON) and enantioselective C(sp3)?H aminations (up to 97 % ee with 50 TON).

Regioselective catalytic asymmetric C-alkylation of isoxazolinones by a base-free palladacycle-catalyzed direct 1,4-addition

Isoxazolinones constitute a class of heterocycles utilized for the development of novel drug candidates. The cyclic oxime ester motif is also synthetically useful as it contains functional handles which have previously been used to provide access to an assortment of valuable compound classes not easily accessible by alternative approaches. However, asymmetric methods towards isoxazolinones are notoriously scarce. Herein we report the first catalytic asymmetric alkylations of isoxazolinones forming all-C-substituted quaternary stereocenters. The present studies were driven by the question of how to control the regioselectivity in the competition of different nucleophilic positions. The investigation of a direct 1,4-addition uncovered that a sterically demanding palladacycle catalyst directs the reactivity in the absence of a base nearly exclusively to the nucleophilic C atom, while at the same time it allows for high enantioselectivity and TONs up to 1900.