466690-06-2

Upstream product

• 466690-04-0 methyl (S)-3-phenyl-2-[2-(phenylthio)acetamido]propanoate 
• 466689-88-3 N-(1-hydroxymethyl-2-phenyl-ethyl)-2-phenylsulfanyl-acetamide 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 103-04-8 (phenylthio)acetic acid 
• 63-91-2 L-phenylalanine 
• 873-55-2 sodium benzenesulfonate 
• 144899-41-2 (4S)-2,2-dimethyl-4-phenylmethyloxazolidine 
• 598-21-0 2-Bromoacetyl bromide 
• 466690-05-1 1-((S)-4-Benzyl-2,2-dimethyl-oxazolidin-3-yl)-2-phenylsulfanyl-ethanone 

Downstream Products

• 371229-44-6 2-benzenesulfonyl-2-diazo-1-(2,2-dimethyl-4-benzyl-oxazolidin-3-yl)-ethanone 

Relevant academic research and scientific papers

Synthesis of chiral γ-lactams via Rh(II) catalyzed intramolecular C-H insertion: α-substituents and conformational effects

Highly functionalized chiral γ-lactams are efficiently synthesized via Rh(II) catalyzed intramolecular C-H insertion from various α-diazoamides. Independent of α-substituents, regio- and stereoselectivities are enhanced through a conformational effect exerted by a bicyclic transition state.

A novel synthetic route to chiral γ-lactams from α-amino acids via Rh-catalyzed intramolecular C-H insertion

Highly functionalized γ-lactams are key intermediates for the synthesis of numerous biologically significant natural products. We herein described the synthesis of various chiral γ-lactams via intramolecular C-H insertion of α-diazo-α-(phenylsulfonyl)acetamides derived from α-amino acids, which possess various functional groups. The cyclizations were highly regio- and stereoselective to afford chiral γ-lactam motifs in high yields.