74378-59-9

Upstream product

• 62-53-3 aniline 
• 1896-62-4 (E)-benzalacetone 
• 117266-34-9 (E)-N-((E)-4-phenylbut-3-en-2-ylidene)aniline 
• 1217341-43-9 (E)-N-(4-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-2-ylidene)aniline 
• 93-91-4 1-phenylbutan-1,3-dione 
• 1124-52-3 N-(propan-2-ylidene)aniline 
• 100-52-7 benzaldehyde 
• 18594-93-9 3-phenylamino-1-phenylbut-2-en-1-one 
• 39159-64-3 3-anilino-1-phenyl-2-buten-1-one 

Relevant academic research and scientific papers

Highly enantio-and diastereoselective synthesis of Iγ-amino alcohols from α,β-unsaturated imines through a one-pot β-boration/ reduction/oxidation sequence

A simple one-pot three-step synthetic route towards chiral Iγ-amino alcohols has been established. Considering the overall stereocontrol of the synthetic protocol, the first and key step is the enantioselective β-boration of α,β-unsaturated imines. By screening a small library of potential chiral auxiliaries, several chiral phosphorus ligands have been identified which induce exceptional enantioselectivities (up to 99% ee). For the stoichiometric reduction of the imino group, it has been found that high levels of 1,3-diastereocontrol can be achieved using achiral reducing agents. A new methodology for the synthesis of both diastereoisomers, syn and anti, has been established. The last step of the reaction sequence, oxidative substitution of the boryl unit with a hydroxy group, proceeds with complete retention of the configuration at the Cβ-atom. Most importantly, the three simple steps can be carried out in one pot without significant change in the overall stereoselectivity.

Catalytic 1,3-difunctionalisation of organic backbones through a highly stereoselective, one-pot, boron conjugate-addition/reduction/oxidation process

A simple one-pot, three-step synthetic route to chiral 1,3-amino alcohols and 1,3-diols has been established. Considering the overall stereocontrol of the synthetic protocol, the first and key step is an enantioselective β-boration of α,β-unsaturated imin

Diastereoselective, one-pot synthesis of γ-amino alcohols from ketimines

Deprotonation of ketimines with lithium diisopropyl amide, followed by reaction with aldehydes and subsequent reduction with aluminium hydrides gave γ-amino alcohols with moderate to good syn selectivity. The scope and limitations of this preparative meth

Convenient Procedure for the Reduction of β-Enamino Ketones: Synthesis of γ-Amino Alcohols and Tetrahydro-1,3-oxazines

γ-Amino alcohols 3 can be easily synthesized in very good yields by reduction of enaminones 1 with Na in PrOH-tetrahydrofuran.The reaction is fast, easy to perform, inexpensive and the easily accesible starting materials provide a convenient entry to γ-amino alcohols.The relative configuration assignment of the diastereomeric γ-amino alcohols obtained has been established by 1H and 13C NMR studies and unequivocally assigned by their cyclic tetrahydro-1,3-oxazine derivatives 4.

Syntheses d'aminoalcools-1,3 ou d'aminophenols-1,3 par reduction d'enaminones ou d'iminophenols par les hydrures metalliques. Etude structurale par infrarouge et RMN des aminoalcools-1,3 bisecondaires diastereomeres

Enaminones, obtained by reaction of a primary amine with a β-diketone, can take three tautomeric forms: keto-enamine Ia, keto-imine Ib and imino-enol Ic.In general the keto-enamine form Ia is the most stable.Thi