66050-00-8

Upstream product

• 100-46-9 benzylamine 
• 13149-00-3 1,2-cis-cyclohexanedicarboxylic anhydride 
• 15753-50-1 cis-1,2-cyclohexanedimethanol 
• 622-79-7 benzyl azide 
• 100-39-0 benzyl bromide 
• 7506-66-3 cis-hexahydrophthalimide 
• 610-09-3 (1R,2S)-cyclohexane-1,2-dicarboxylic acid 
• 331986-99-3 (1R,2S)-2-Benzylcarbamoyl-cyclohexanecarboxylic acid 

Downstream Products

• 80818-48-0 N-benzyl-cis-8-azabicyclo<4.3.0>nonan-7-one 
• 80818-48-0 N-benzyl-trans-8-azabicyclo<4.3.0>nonan-7-one 
• 80818-41-3 N-benzyl-8-azabicyclo<4.3.0>non-1(6)-en-7-one 
• 85738-33-6 (1RS, 6SR, 9RS)-N-benzyl-9-isobutyl-trans-8-azabicyclo<4.3.0>nonan-7-one 
• 85738-36-9 N-benzyl-9-isobutyl-8-azabicyclo<4.3.0>non-1(6)-en-7-one 
• 65376-02-5 (1S,6R)-8-oxabicyclo[4.3.0]nonan-7-one 
• 89395-29-9 (3aR,7aS)-hexahydroisobenzofuran-1-one 
• 255914-99-9 2-benzyl-3-hydroxy-octahydroisoindol-1-one 
• 80818-40-2 cis-N-benzyl-9-hydroxy-8-azabicyclo<4.3.0>nonan-7-one 
• 85738-35-8 N-benzyl-9-isobutylidene-cis-8-azabicyclo<4.3.0>nonan-7-one 

Relevant academic research and scientific papers

Chiral bases as useful probes of lithium amide reactivity

Experiments involving competition between chiral and achiral lithium amides provide a qualitative impression of the kinetics of different amide motifs in enolization reactions. The level of enantioselectivity was not diminished by the inclusion of lithium

Dehydrogenative amide synthesis: Azide as a nitrogen source

A new atom-economical strategy to amide linkage from an azide and alcohol liberating hydrogen and nitrogen was developed with an in situ generated ruthenium catalytic system. The reaction has broad substrate generality including diols for the synthesis of cyclic imides.

Titanium- And Lewis acid-mediated cyclopropanation of imides

We report a straightforward synthesis of 1-azaspirocyclopropane lactams from imides. Following the described procedure, polycyclic nitrogen heterocycles containing a cyclopropane unit could be obtained from unsaturated imides.

The crucial role of the nitrogen substituent in the desymmetrisation of cyclic meso-imides using B-Me and B-OMe oxazaborolidine catalysts

Various cyclic meso-imides have been desymmetrised via enantioselective reduction using two chiral oxazaborolidine catalysts derived from (1R,2S)-cis-1-amino-indan-2-ol followed by the reduction of the hydroxylactam product to give the γ-lactam. The enant

Oxazaborolidine catalysed enantioselective reduction of cyclic meso-imides

Full details of the enantioselective reduction of cyclic meso-imides catalysed by an enantiopure oxazaborolidine derived from (S)-α,α-diphenylprolinol are reported. Treatment of the imides with borane in the presence of the catalyst led to a mixture of cis- and trans-hydroxylactams and, after subsequent ethanolysis, to the corresponding diastereomerically pure trans-ethoxylactams. The enantiomeric excesses were shown to be 68-94% by HPLC-determination. One example, in which the ethoxylactam was converted into the benzenesulfonyllactam, could be crystallized to >99% enantiomeric purity.