52735-74-7

Upstream product

• 111491-96-4 (S)-3-(N-(benzyloxycarbonyl)amino)-4-phenyl-2-butanone 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 85613-64-5 (S)-3-(tert-butoxycarbonyl)amino-4-phenyl-2-butanone 
• 87694-53-9 Boc-Phe-OH N,O-dimethyl hydroxamate 

Downstream Products

• 900521-88-2 Fmoc-L-Lys(^tBoc)-L-Phe-OMe 
• 24639-65-4 cyclo(L-Lys(^tBoc)-L-Phe) 
• 1534393-87-7 C₄₄H₄₂N₆O₈ 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 142924-43-4 (S)-N-(3-oxo-1-phenylbutan-2-yl)acetamide 

Relevant academic research and scientific papers

The Enantioselective Dakin-West Reaction

Here we report the development of the first enantioselective Dakin-West reaction, yielding α-acetamido methylketones with up to 58 % ee with good yields. Two of the obtained products were recrystallized once to achieve up to 84 % ee. The employed methylimidazole-containing oligopeptides catalyze both the acetylation of the azlactone intermediate and the terminal enantioselective decarboxylative protonation. We propose a dispersion-controlled reaction path that determines the asymmetric reprotonation of the intermediate enolate after the decarboxylation.

Catalytic enantioselective amination of silyl enol ethers using chiral dirhodium(II) carboxylates: Asymmetric formal synthesis of (-)-metazocine

(Chemical Equation Presented) Dirhodium(II) tetrakis[N- tetrafluorophthaloyl-(S)-tert-leucinate], Rh2(S-TFPTTL)4, is an exceptionally efficient catalyst for enantioselective aminations of silyl enol ethers derived from acyclic ketone