899426-22-3

Upstream product

• 899426-20-1 (4S,5R,2'R,3'R,1''R)-3-[3'-(4-chlorophenyl)-3'-hydroxy-2'-(1''-methylsulfanyl-1''-phenylmethyl)propionyl]-4-methyl-5-phenyloxazolidin-2-one 
• 75-77-4 chloro-trimethyl-silane 
• 599199-35-6 (1R,3R,4S,7R,8R,11R)-8-(4-chlorophenyl)-4-methyl-3,11-diphenyl-2,9-dioxa-10-thia-5-azatricyclo[5.2.2.0^1,5]undecan-6-one 
• 599164-43-9 (4S,5R)-4-methyl-5-phenyl-3-[(E)-phenylprop-2-enoyl]-1,3-oxazolidine-2-thione 
• 102-92-1 Cinnamoyl chloride 
• 191043-26-2 (4S,5R)-4-methyl-5-phenyl-1,3-oxazolidine-2-thione 
• 104-88-1 4-chlorobenzaldehyde 
• 899426-18-7 (4S,5R,2'R,3'R,1''R)-3-[3'-(4-chlorophenyl)-3'-hydroxy-2'-(1''-sulfanyl-1''-phenylmethyl)propionyl]-4-methyl-5-phenyloxazolidin-2-one 

Relevant academic research and scientific papers

Asymmetric tandem Michael-Aldol reactions between 3-cinnamoyloxazolidine-2- thiones and aldehydes

Reactions between chiral 3-cinnamoyl-4-methyl-5-phenyl-1,3-oxazolidine-2- thiones and aromatic aldehydes in the presence of BF3·Et 2O diastereoselectively produced tricyclic compounds incorporating a bridgehead carbon bound to four heteroatoms in high yields. Four stereocenters were induced during the reaction. The tricyclic products were transformed into propane-1,3-diols bearing three consecutive stereocenters by acid hydrolysis, S-methylation, and reductive removal of the chiral auxiliary.