136693-02-2

Upstream product

• 303766-34-9 N-((E)-(R)-4-Hydroxy-1-phenyl-but-2-enyl)-benzamide 
• 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 
• 163061-19-6 (2S)-2-tert-butoxycarbonylamino-2-phenylacetaldehyde 
• 117049-14-6 tert-butyl N-[(1S)-2-hydroxy-1-phenylethyl]carbamate 
• 216769-41-4 (4S-trans)-4,5-dihydro-2,4-diphenyl-5-vinyloxazoline 
• 1826-67-1 vinyl magnesium bromide 
• 163010-72-8 N-benzoyl-(S)-phenylglycinal 
• 257296-52-9 (E)-(R)-4-tert-Butoxycarbonylamino-4-phenyl-but-2-enoic acid ethyl ester 
• 216769-46-9 N-((1R)-4-acetoxy-1-phenyl-2-butenyl)benzamide 

Downstream Products

• 136693-04-4 N-[(1S,2S)-2-(1-ethoxyethoxy)-1-phenylbut-3-en-1-yl]benzamide 

Relevant academic research and scientific papers

Lipase-Catalyzed Kinetic Resolution of 4-(N-Boc-amino)-1-alken-3-ols

A wide range of 4-(N-Boc-amino)-1-alken-3-ols were efficiently resolved by lipase-catalyzed kinetic resolution. This procedure has been successfully applied to the highly enantioselective synthesis of the taxol side chain.

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.