362632-08-4

Upstream product

• 362632-07-3 (4S,2S)-4-benzyl-oxazolidinone-2,3-dicarboxylic acid-3-tert-butyl ester 
• 1117-97-1 N,0-dimethylhydroxylamine 
• 3182-95-4 L-Phenylalaninol 

Downstream Products

• 362632-09-5 (4S,2S)-4-benzyl-2-propionyl-oxazolidine-3-carboxylic acid-3-tert-butyl ester 
• 362632-10-8 (2S,4S,9S)-4-benzyl-2-propionyl-oxazolidine-3-carboxylic acid-3-tert-butyl ester 
• 362632-11-9 (2S,4S,9R)-4-benzyl-2-propionyl-oxazolidine-3-carboxylic acid-3-tert-butyl ester 
• 362632-14-2 (4S,5S,6S)-4-allyl-3-(1-benzyl-2-hydroxy-ethyl)-5-ethyl-oxazolidin-2-one 
• 362632-15-3 (4R,5R,6S)-4-allyl-3-(1-benzyl-2-hydroxy-ethyl)-5-ethyl-oxazolidin-2-one 
• 362632-16-4 (4S,5S,6S)-2-(4-allyl-5-ethyl-2-oxo-oxazolidin-3-yl)-3-phenyl-propionaldehyde 
• 362632-17-5 (4R,5R,6S)-2-(4-allyl-5-ethyl-2-oxo-oxazolidin-3-yl)-3-phenyl-propionaldehyde 
• 362632-13-1 (3S,6S,7RS)-3-benzyl-6-ethyl-tetrahydro-1,5-dioxa-3a-aza-pentalen-4-one 
• 362632-12-0 (3S,6S,7S)-3-benzyl-6-ethyl-tetrahydro-1,5-dioxa-3a-aza-pentalen-4-one 

Relevant academic research and scientific papers

N-Boc-2-acyl oxazolidine methodology combined with ring-closing metathesis: A new approach towards the enantioselective synthesis of α-(1-hydroxyalkyl) nitrogen heterocycles

A synthetic methodology, based on N-Boc-2-acyloxazolidine chemistry combined with ring-closing metathesis, allows the preparation of enantiopure piperidinic heterocycles showing a 2-(1-hydroxyalkyl) side-chain, a pattern commonly found in natural alkaloids. Synthesis of Δ-3,4-2,6-disubstituted piperidinic rings can thus be achieved with a good 2,6-cis or -trans stereocontrol, unless the substituent located at C2 is not a phenyl group. Diastereoselective functionnalization of the Δ-3,4 alkene moiety and access to seven or eight-membered nitrogen rings are also key features of this methodology.