199180-98-8

Usage

Uses

Used in Asymmetric Catalysis:
(1R,2R)-N,N'-dibenzylidene-1,2-diaminocyclohexane is used as a chiral ligand for [asymmetric hydrogenation and cross-coupling reactions] because of its ability to coordinate with metal ions and form stable complexes, leading to high selectivity and efficiency in catalytic reactions.
Used in Organic Synthesis:
(1R,2R)-N,N'-dibenzylidene-1,2-diaminocyclohexane is used as a chiral ligand for [various organic synthesis processes] due to its high selectivity and efficiency in catalytic reactions, making it a valuable tool in the development of enantioselective synthetic methods.

Upstream product

• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 
• 100-52-7 benzaldehyde 
• 32044-22-7 (R,R)-1,2-diaminocyclohexane tartrate 

Downstream Products

• 169532-34-7 2,3-diphenyldecahydroquinoxaline 
• 849819-90-5 (+)-(R,R)-N,N,N',N'-tetrabenzyl-1,2-diaminocyclohexane 
• 496924-12-0 (1R,2R)-N,N'-dibenzoyl-N,N'-dibenzyldiaminocyclohexane 
• 65838-10-0 (1R,2R)-N,N'-dibenzylcyclohexane-1,2-diamine 

Relevant academic research and scientific papers

Catalytic, enantioselective allylation of α-iminoesters promoted by silver(I) complexes of chiral imines

The catalytic enantioselective addition of allyltributylstannane to N-protected α-iminoesters promoted by silver(I) trifluoromethanesulfonate in the presence of chiral imine ligands was studied. After testing several chiral imines derived from 1,2-diamino

Use of bis(oxazoline)-metal complexes as chiral catalysts for asymmetric Diels-Alder reactions using 2-acetyl-1,4-naphthoquinone as a dienophile

Asymmetric Diels-Alder reactions of 1,4-naphthoquinone and 2-acetyl-1,4-naphthoquinone with cyclopentadiene catalyzed by bis(oxazoline)-metal complexes afforded the corresponding Diels-Alder adducts. Moderate levels of enantiomeric excess were obtained an

An easy and clean synthesis of chiral 3,4-diaryl-2,5-diazabicyclo[4.4.0]decanes by reductive intramolecular coupling of chiral diimines

A clean and efficient reductive intramolecular coupling of diimines prepared from (1R,2R)-cyclohexanediamine gave chiral 2,3-diarylpiperazines.

Asymmetric transfer hydrogenation of ketones catalyzed by rhodium and iridium complexes with chiral bidentate Schiff's bases

Rhodium and iridium complexes of Schiff's bases derived from (1R,2R)-and (1S,2S)-diaminocyclohexane catalyze asymmetric transfer hydrogenation of alkyl aryl ketones in PriOH at room temperature to give chiral secondary alcohols (up to 65% ee).

Versatile supramolecular copper(II) Complexes for Henry and Aza-Henry reactions

Chiral supramolecular metal-organic frameworks assembled from copper complexes catalyse Henry and aza-Henry reactions of aromatic and aliphatic aldehydes and N-protected aromatic imines in high yield and good to excellent enantioselectivity. Reactions can

Synthesis of Rh(I) diamine complexes and their exploitation for asymmetric hydrogen transfer processes

In this paper, we report the synthesis and characterisation of two novel chiral diamine ligands and three new Rh(I) complexes. The diamine ligands were prepared by reducing the Schiff base precursors using NaBH4. Unusually, when ligand 2 was re

One catalyst for two distinct reactions: Sequential asymmetric hetero Diels-Alder reaction and diethylzinc addition

This paper describes the successful development of a series of chiral zinc catalysts containing (R)-3,3′-Br2-BINOL ligand and various diimine activators for enantioselective HDA reaction of Danishefsky's diene with aldehydes through a combinato

An efficient synthesis of tetrasubstituted cyclohexyl-1,2-diamines

The synthesis of symmetrically tetrasubstituted diamines derived from the (R,R)-cyclohexyl-1,2-diamine is reported. We comment on the efficiency of this sequential substitution approach as a method for the synthesis of tetrasubstituted diamines and discus

Synthesis of cis bis-β-lactams via Staudinger cycloaddition reaction using C2-symmetric 1,2-diamines

An efficient stereoselective synthesis of bis-β-lactams via cycloaddition reaction (Staudinger reaction) of ketenes with bisimines derived from C2-symmetric 1, 2-diamines is described. The reaction provided diastereomeric mixture of meso and C2-symmetric cis-bis-β- lactams with higher selectivity for meso-bis-β-lactams.

New enantioselective chiral imidazolidine ligands for Pd-catalyzed asymmetric allylic alkylation

Chiral imidazolidine ligands have been synthesized from N,N′-dialkylated cyclohexanediamine derivatives and they were found to act as effective ligands in the palladium-catalyzed asymmetric allylic substitution. The excellent levels of enantiomeric excess up to 98% were obtained in high yield.