220665-48-5

Upstream product

• 13114-23-3 4-methoxybenzyl-N-methylimine 
• 123-11-5 4-methoxy-benzaldehyde 
• 220665-79-2 [(1R,2R)-2-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxycarbonylamino)-1,2-bis-(4-methoxy-phenyl)-ethyl]-carbamic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 

Downstream Products

• 496924-19-7 (4R,5R)-4,5-Bis-(4-methoxy-phenyl)-1,2,3-trimethyl-imidazolidine 
• 496924-20-0 C₁₈H₂₂N₂O₂ 

Relevant academic research and scientific papers

Diboron glycol ester as well as preparation method, intermediate and application thereof

The invention discloses diboron glycol ester as well as a preparation method, an intermediate and application thereof. The diboron glycol ester can be used for inducing reductive coupling reaction with imine as a substrate, and the substrate can be obtained by reaction of aldehyde and ammonia and is very easy to obtain and quite low in cost. The product can be separated from a reaction system onlyby acid-base operation without column chromatography purification, and the post-treatment mode is convenient and easy to operate. The yield of the obtained product is high, and protective group operation is not needed. The diboron glycol ester has chirality, the stereoselectivity of the reductive coupling reaction is generally excellent, and 99% ee chiral diamine can be obtained only through simple recrystallization. The diboron glycol ester can be obtained by reacting diol with diboron glycol ester, the diol is convenient to prepare and easy to amplify, the diol can be recycled from a reaction solution through simple acid-base operation, the recovery rate reaches 95%, and the preparation cost is further saved.

Enantioselective Reductive Coupling of Imines Templated by Chiral Diboron

We herein report a general, practical, and highly efficient method for asymmetric synthesis of a wide range of chiral vicinal diamines via reductive coupling of imines templated by chiral diboron. The protocol features high enantioselectivity and stereospecificity, mild reaction conditions, simple operating procedures, use of readily available starting materials, and a broad substrate scope. The method signifies the generality of diboron-enabled [3,3]-sigmatropic rearrangement.

Hydrophilic diamine ligands for catalytic asymmetric hydrogenation of C=O bonds

Asymmetric hydrogenations of phenylglyoxylate methyl ester and of acetophenone with catalytic amounts of iridium complexes containing hydrophilic chiral C2-symmetric diamine ligands is reported. E.e. values of up to 68% are observed for complet

Synthesis of phosphoramides for the lewis base-catalyzed allylation and aldol addition reactions

Both chiral and achiral phosphoramides of diverse structure were prepared from diamines by the coupling to phosphorus(V) or phosphorus(III) reagents. Several enantiopure 1,2-diphenyl-1,2-ethanediamine analogues have been prepared by the reductive coupling of the corresponding N-silylimine with NbCl4(THF)2 and subsequent resolution by the formation of diastereomeric menthyl carbamates. (S,S)-N,N'-Di-(1-naphthyl)-1,2-diphenyl- 1,2-ethanediamine 15 was prepared by the arylation of (S,S)-1,2-diphenyl- 1,2-ethanediamine with naphthyl iodide.