113283-87-7

Upstream product

• 35957-02-9 allyltri-n-butylstannane 
• 118656-49-8 (S)-4-Benzyl-5-phenylsulfanyl-oxazolidin-2-one 
• 127041-76-3 ((S)-1-Benzyl-2-hydroxy-pent-4-enyl)-carbamic acid benzyl ester 
• 530-62-1 1,1'-carbonyldiimidazole 
• 111061-09-7 (2S,3S)-2-amino-1-phenyl-5-hexen-3-ol 
• 59830-60-3 benzyl (1S)-(1-formyl-2-phenylethyl)carbamate 
• 6372-14-1 N-((benzyloxy)carbonyl)-L-phenylalaninol 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 127041-76-3 ((1S,2S)-1-Benzyl-2-hydroxy-pent-4-enyl)-carbamic acid benzyl ester 
• 35909-92-3 N-carbobenzoxy-L-phenylalanine methyl ester 
• 115246-57-6 (4S,5S)-5-allyl-4-methoxy-2-oxazolidinone 
• 113283-78-6 [(S)-1-((4R,6R)-4,6-Dimethyl-[1,3]dioxan-2-yl)-2-phenyl-ethyl]-carbamic acid benzyl ester 
• 59830-61-4 (S)-(1-benzyl-2,2-dimethoxyethyl)carbamic acid benzyl ester 
• 224434-13-3 (S)-4-Benzyl-5-hydroxy-oxazolidine-3-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

Selective reductions of oxazolidinones: New protocol for diastereoselective synthesis of vicinal amino alcohols

Selective reductions of oxazolidinones using sodium borohydride and their application to the diastereoselective synthesis of vicinal amino alcohols are described.

Lewis acid-mediated reaction with silyl ketene acetals and allylstannane of the aluminum acetals generated by DIBALH reduction of α-amino acid esters

The intermediates generated by DIBALH reduction of α-amino acid esters undergo condensation without racemization with silyl ketene acetals and allylstannane in the presence of Lewis acid to afford the corresponding β-hydroxy esters and homoallylic alcohol

LEWIS ACID-PROMOTED DIRECT SUBSTITUTION OF 4-METHOXY- AND 4-PHENYLTHIO-2-OXAZOLIDINONES BY ALKYL CUPRATES. FACILE PREPARATION OF (3S,4S)-STATINE AND (3S,4S)-CYCLOHEXYLSTATINE.

Treatment of 4-methoxy- and 4-phenylthio-2-oxazolidinones with a combination of cuprates and BF3 results in smooth formation of 4-alkyl- and 4-aryl derivatives in high yield.By this method, the titled compounds of biological interest are readily synthesiz

ALUMINUM-MEDIATED ONE-POT CONVERSION OF α-AMINO ACID ESTERS TO THREO 2-AMINO ALCOHOLS WITH HIGH DIASTEREOSELECTIVITY

Reduction of N-Cbz α-amino acid esters with DIBAl-H, followed by treatment with Grignard reagent in a one-pot manner gave the corresponding threo 2-amino alcohols with high diastereoselectivity without racemization. KEYWORDS 2-amino alcohol; α-amino acid ester; DIBAL-H reduction; α-amino aldehyde; chelation controll; diastereoselective synthesis; one-pot synthesis

Asymmetric Synthesis of 2- Amino Alcohol Derivatives from (S)-α-Amino Aldehydes via Acetal Templates

Titanium tetrachloride mediated addition of allyltrimethylsilane to chiral acetals derived from (S)-α-amino aldehydes and (+)-(2S,4S)-pentane-2,4-diol gave the anti-2-amino alcohol derivatives with considerably high diastereoselectivity.On the other hand,