138649-96-4

Upstream product

• 131685-53-5 (S)-4-benzyl-3-propionyl-2-oxazolidinone 
• 115205-40-8 1-phenylsulfanylcyclopentane carboxaldehyde 

Downstream Products

• 90719-32-7 (S)-4-Benzyl-2-oxazolidinone 
• 138751-07-2 (1S,2S)-2-methyl-1-(1-phenylsulfanylcyclopentyl)propane-1,3-diol 
• 138649-99-7 (1R,2S)-3-Amino-2-methyl-1-(1-phenylsulfanyl-cyclopentyl)-propan-1-ol 
• 138649-99-7 (2S,3S)-3-hydroxy-2-methyl-3-(1-phenylsulfanylcyclopentyl)propylamine 
• 138649-98-6 (2R,3R)-3-Hydroxy-2-methyl-3-(1-phenylsulfanyl-cyclopentyl)-propionamide 
• 138649-98-6 (2S,3S)-3-hydroxy-2-methyl-3-(1-phenylsulfanylcyclopentyl)propanamide 
• 138650-00-7 (2S,3S)-3-hydroxy-2-methyl-3-(1-phenylsulfanylcyclopentyl)propyl-N-tosylamide 
• 138649-95-3 (3R,4R)-3-methyl-4-phenylsulfanyl-1-tosyl-1-azaspiro<4.4>nonane 
• 138751-05-0 (3R,4R)-3-methyl-4-phenylsulfanyl-1-oxa-spiro<4.4>nonane 

Relevant academic research and scientific papers

Asymmetric synthesis of spirocyclic pyrrolidines and tetrahydrofurans by chiral aldol reactions and phenylthio migration

Highly enantioselective aldol reactions of the boron enolate of (S)-N-propionyl-4-(phenylmethyl)-2-oxazolidinone with α-phenylthio cycloalkanecarbaldehydes were achieved. Cyclisation of the chiral phenylthiosulphonamide and diols gave the title compounds in excellent yields and enantiomeric excess.

Asymmetric aldol reactions of achiral 2-phenylsulfanyl aldehydes with small- and medium-sized carbocyclic rings: the synthesis of homochiral spirocyclic lactones, pyrrolidines and tetrahydrofurans

Chiral boron enolates based on the 1,3-oxazolidin-2-one auxiliary react with achiral 1-phenylsulfanylcycloalkanecarbaldehydes in anti- and syn-selective aldol processes to give the corresponding aldol products with moderate to excellent levels of diastereo- and enantio-control.Stereospecific cyclisation via an asymmetric episulfonium (thiiranium) ion leads to optically pure spirocyclic compounds in high chemical yields.