113283-84-4

Upstream product

• 127041-76-3 ((S)-1-Benzyl-2-hydroxy-pent-4-enyl)-carbamic acid benzyl ester 
• 530-62-1 1,1'-carbonyldiimidazole 
• 111061-10-0 (2S,3R)-2-amino-1-phenyl-5-hexen-3-ol 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 59830-61-4 (S)-(1-benzyl-2,2-dimethoxyethyl)carbamic acid benzyl ester 
• 35909-92-3 N-carbobenzoxy-L-phenylalanine methyl ester 
• 59830-60-3 benzyl (1S)-(1-formyl-2-phenylethyl)carbamate 
• 113283-75-3 [(S)-1-((4S,6S)-4,6-Dimethyl-[1,3]dioxan-2-yl)-2-phenyl-ethyl]-carbamic acid benzyl ester 
• 6372-14-1 N-((benzyloxy)carbonyl)-L-phenylalaninol 
• 224434-13-3 (S)-4-Benzyl-5-hydroxy-oxazolidine-3-carboxylic acid benzyl ester 
• 55740-07-3 (4S)-4-benzyl-5-oxo-1,3-oxazolidine-3-carboxylic acid benzyl ester 
• 250669-02-4 anti-(2S,3S)-2-[N-(tert-butoxycarbonyl)amino]-3-dimethylphenylsilyl-1-phenyl-5-hexen-3-ol 
• 250668-93-0 (2S)-3-phenyl-2-[N-(tert-butoxycarbonyl)amino]propanoyldimethylphenylsilane 
• 34101-07-0 (2S)-2-[N-(tert-butoxycarbonyl)amino]-1-imidazol-1-yl-3-phenylpropan-1-one 

Relevant academic research and scientific papers

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

A highly stereoselective formal synthesis of hapalosin

A flexible and highly diastereoselective formal synthesis of hapalosin, a cyclodepsipeptide isolated from the blue green alga Hapalosiphon welwitschii and having multidrug-resistance-reversing activity is described. The synthetic route involves the addition of organometallic reagent to N-tert- butanesulfinylimine, Jung nonaldol aldol reaction, and Yamaguchi esterification as key steps. Georg Thieme Verlag Stuttgart · New York.

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.

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,