216769-46-9

Upstream product

• 108-24-7 acetic anhydride 
• 303766-34-9 N-((E)-(R)-4-Hydroxy-1-phenyl-but-2-enyl)-benzamide 
• 117049-14-6 tert-butyl N-[(1S)-2-hydroxy-1-phenylethyl]carbamate 
• 163061-19-6 (2S)-2-tert-butoxycarbonylamino-2-phenylacetaldehyde 
• 216769-51-6 tert-butyl (S)-{2-[methoxy(methyl)amino]-2-oxo-1-phenylethyl}carbamate 
• 216769-56-1 (2E,4R)-4-(t-butoxycarbonylamino)-4-phenylbutenbutenoic acid methyl ester 
• 98-88-4 benzoyl chloride 
• 2900-27-8 (2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethanoic acid 
• 2935-35-5 (S)-2-phenylglycine 
• 257296-52-9 (E)-(R)-4-tert-Butoxycarbonylamino-4-phenyl-but-2-enoic acid ethyl ester 
• 216769-62-9 (4R)-4-(N-tert-butoxycarbonyl)amino-4-phenyl-2-buten-1-ol 
• 298208-79-4 (E)-(R)-4-Amino-4-phenyl-but-2-en-1-ol 

Downstream Products

• 136693-02-2 (-)-N-((1S,2S)-2-hydroxy-1-phenyl-3-butenyl)benzamide 
• 208935-34-6 (4S-trans)-4,5-dihydro-2,4-diphenyl-5-(2-hydroxyethyl)oxazoline 
• 208935-40-4 (4S-trans)-4,5-dihydro-2,4-diphenyloxazoline-5-acetic Acid 

Relevant academic research and scientific papers

Stereoselective intramolecular cyclization of allyl and homoallyl benzamide via π-allylpalladium complex catalyzed by Pd(0)

The transformation of acyclic allylic benzamides 4 and homoallylic benzamides 12 to vinyl oxazolines 3 is achieved in the presence of base by the catalysis and Pd(0) in high yield and with high diastereoselectivity. Especially, in the case of homoallylic benzamides 12, trans-oxazolines 3 are formed exclusively or predominantly over cis-oxazolines 8, irrespective of the composition of their stereoisomers. The reaction is believed to proceed via the same π-allylpalladium complex that arises from either primary or secondary allylic acetates. We applied this method to the syntheses of β- amino-α-hydroxy acids 1 and γ-amino-β-hydroxy acids 2, conveniently protected as oxazoline.

A highly stereocontrolled asymmetric synthesis of the Taxol C-13 side chain; (4S, 5R)-2,4-Diphenyloxazoline-5 carboxylic acid

A stereoselective synthesis of (4S, 5R)-2,4-diphenyloxaline-5-carboxylic acid, a precursor of the Taxol C-13 side chain was achieved using palladium- catalyzed oxazoline formation reaction from commercially available amino acid.