497227-95-9

Upstream product

• 108-24-7 acetic anhydride 
• 482315-18-4 N-[(1S)-2-hydroxy-1-(tert-butyldimethylsilanyloxymethyl)-3-butenyl]-benzamide 
• 503560-10-9 N-[2-(tert-butyl-dimethyl-silanyloxy)-1-formyl-ethyl]-benzamide 

Downstream Products

• 497227-96-0 ((4S,5S)-2-Phenyl-5-vinyl-4,5-dihydro-oxazol-4-yl)-methanol 
• 482315-14-0 (4R,5S)-2-Phenyl-5-vinyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester 
• 503560-09-6 3-((4S,trans)-4,5-dihydro-4-methyl-2-phenyloxazol-5-yl)-N-methoxy-N-methyl propionamide 
• 497227-89-1 (4S,5S)-4-Hydroxymethyl-2-phenyl-5-vinyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester 
• 1027989-75-8 (4S,5R)-5-Formyl-4-methoxymethoxymethyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester 
• 503560-12-1 3-(4-hydroxymethyl-2-phenyl-4,5-dihydro-oxazol-5-yl)-N-methoxy-N-methyl-propionamide 
• 497227-90-4 (4S,5S)-4-Methoxymethoxymethyl-2-phenyl-5-vinyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester 
• 503560-13-2 3-(4-iodomethyl-2-phenyl-4,5-dihydro-oxazol-5-yl)-N-methoxy-N-methyl-propionamide 
• 503560-07-4 (2E)-3-((4S,trans)-4,5-dihydro-4-(tert-butyldimethylsilanyloxymethyl)-2-phenyloxazol-5-yl)-acrylic acid methyl ester 
• 497227-92-6 (3aS,6R,6aR)-6-((E)-3-Iodo-allyl)-3a-methoxymethoxymethyl-2-phenyl-6,6a-dihydro-3aH-furo[3,4-d]oxazol-4-one 
• 503560-08-5 3-((4S,trans)-4,5-dihydro-4-(tert-butyldimethylsilanyloxymethyl)-2-phenyloxazol-5-yl)-propionic acid methyl ester 
• 503560-11-0 3-[(4S,5S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-2-phenyl-4,5-dihydro-oxazol-5-yl]-propionic acid 
• 503560-06-3 3-((4S,trans)-4,5-dihydro-4-(tert-butyldimethylsilanyloxymethyl)-2-phenyloxazol-5-yl)-N-methoxy-N-methyl-propionamide 
• 503560-05-2 3-((4S,trans)-4,5-dihydro-4-methyl-2-phenyloxazol-5-yl)-heptadecan-3-one-16-ethylenacetal 

Relevant academic research and scientific papers

Total synthesis of myriocin

A concise, stereocontrolled synthesis of myriocin was achieved. Key features involve diastereoselective oxazoline formation catalyzed by palladium(0), MgBr2-promoted allylic stannane addition, and palladium(0)-catalyzed coupling of a vinyl iodide with an organozinc reagent.

Stereoselective synthesis of (+)-spectaline

Our synthesis of (+)-spectaline revealed that the methodology involving diastereoselective palladium(0)-catalyzed oxazoline formation and intramolecular reductive amination by catalytic hydrogenation of an oxazoline is an effective method for the asymmetric synthesis of natural products possessing complex functionalized piperidine cores.