204327-16-2

Upstream product

• 166735-47-3 (1R,3R,4S)-2-Aza-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid ethyl ester 
• 204327-17-3 (1S,3R,4R)-2-aza-bicyclo<2.2.1>heptane-3-carboxylic acid ethyl ester 
• 542-92-7 cyclopenta-1,3-diene 
• 223505-12-2 (1R,3R,4S)-2-<(1S)-phenylethyl>-2-aza-bicyclo<2.2.1>hept-5-ene-3-carboxylic acid ethyl ester 
• 499137-87-0 (1R,3R,4S)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-ene-3-carbaldehyde 
• 215674-16-1 (1S,3R,4R)-2-[(S)-1-phenylethyl]-3-hydroxymethyl-2-azabicyclo[2.2.1]heptane 

Downstream Products

• 770737-92-3 (1S,3R,4R)-3-[(diphenylphosphanyl)-methyl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester 
• 553645-76-4 (1S,3R,4R)-3-(toluene-4-sulfonyloxymethyl)-2-azabicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

(1S, 3R, 4R)-2-azanorbornyl-3-methanol oxazaborolidines in the asymmetric reduction of ketones

Synthesis of new rigid (1S, 3R, 4R)-2-azanorbornyl-3-methanols and its application in the asymmetric borane reduction of ketones are described. The influence of temperature, solvent and concentration on the reation outcome were also studied and enantiomeric excess up to 89% could be obtained.

A short, convenient synthesis of enantiomerically pure N-protected 2-azanorbornane-3-carboxaldehydes and related amino alcohols

The aza-Diels-Alder reaction between cyclopentadiene and the bis(1-phenylethyl)imine of glyoxal provides a short route to the two enantiomerically pure exo-diastereomers of N-(1-phenylethyl)-2-azanorbornane-3-carboxaldehyde. Addition of 1-naphthylmagnesiu

2-Azanorbornyl alcohols: Very efficient ligands for ruthenium-catalyzed asymmetric transfer hydrogenation of aromatic ketones

2-Azanorbornyl-derived amino alcohols were prepared and evaluated as ligands in the Ru(II)-catalyzed asymmetric transfer hydrogenation of aromatic ketones. To improve selectivity and rate, the structure of the ligand was optimized. Acetophenone was reduced using 0.5 mol% catalyst in 40 min in 94% ee. This system was also able to reduce a wide range of aromatic ketones to the corresponding alcohols, while maintaining high enantioselectivities and yields. The effects of catalyst loading and the presence of cosolvents in the reaction vessel were examined, and a linearity study was also done.