67654-35-7

Upstream product

• 108-94-1 cyclohexanone 

Downstream Products

• 115797-97-2 methyl N-formyl-S-(p-methylbenzyl)-β,β-pentamethylenecysteinate 
• 80612-99-3 Methyl 2-amino-2-cyclohexylideneacetate 
• 76203-04-8 Methyl-α-isocyano-cyclohexylidenacetat 
• 85564-08-5 Methyl-α-isocyano-α-methyl-α-(1-cyclohexenyl)-acetat 
• 115797-98-3 methyl S-(p-methylbenzyl)-β,β-pentamethylenecysteinate 
• 115797-99-4 methyl N-boc-S-(p-methylbenzyl)-β,β-pentamethylenecysteinate 
• 105563-00-6 N^α-t-Boc-S-(p-methylbenzyl)-β,β-pentamethylenecysteine 
• 80613-01-0 Methyl 2-benzamido-2-cyclohexylideneacetate 

Relevant academic research and scientific papers

Enantioselective Rh-catalyzed hydrogenation of N-formyl dehydroamino esters with monodentate phosphoramidite ligands

Enantioselectivities up to >99% ee were achieved in the rhodium-catalyzed asymmetric hydrogenation of N-formyl dehydroamino esters using monodentate phosphoramidites as chiral ligands. The substrates were synthesized by condensation of methyl isocyanoacetate with a range of aldehydes and with cyclohexanone. A highly convenient multigram scale one step synthesis of methyl 2-(formamido)acrylate was developed. This compound was used in the synthesis of methyl 2-(formamido)cinnamate via a solvent free Heck reaction. Moreover, full conversion and >99% ee were obtained in 1 h in the hydrogenation of methyl 2-(formamido)acrylate with 0.2 mol% catalyst and 2 bar hydrogen pressure. The versatility of the formyl protection was established by its removal under mild conditions.