188347-61-7

Upstream product

• 125637-48-1 methyl (1S, 2R)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptane-1-carboxylate 
• 100-39-0 benzyl bromide 
• 188347-60-6 (1S,2R,4R)-2-Benzyloxy-7,7-dimethyl-bicyclo[2.2.1]heptane-1-carboxylic acid methyl ester 

Downstream Products

• 188347-62-8 (1R, 2R)-2-benzyloxy-1-methoxymethoxymethyl-7,7-dimethylbicyclo[2.2.1]heptane 
• 142697-39-0 (4aS,7aS)-3-Benzyloxy-5-[(1S,2R,4R)-2-(2,2-dimethyl-propoxy)-7,7-dimethyl-bicyclo[2.2.1]heptane-1-carbonyl]-6-oxo-4a,5,6,7a-tetrahydro-oxazolo[5,4-e][1,3,4]oxadiazine-1-carboxylic acid benzyl ester 
• 142618-85-7 (4aR,7aR)-3-Benzyloxy-5-[(1S,2R,4R)-2-(2,2-dimethyl-propoxy)-7,7-dimethyl-bicyclo[2.2.1]heptane-1-carbonyl]-6-oxo-4a,5,6,7a-tetrahydro-oxazolo[5,4-e][1,3,4]oxadiazine-1-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

Chiral electrophilic 'glycinal' equivalents. New synthons for optically active α-amino acids and 4-substituted 2-oxazolidinones

The thermal reaction of 3-[(1S)-2-alkoxy-1-apocamphanecarbonyl]-2-oxazolones (21a-c) with dialkyl azodicarboxylates (9) results in exclusive formation of [4 + 2] type cycloadducts (22 and 23) with moderate levels of diastereofacial selection (up to 72% d.e.). The diastereomers thus obtained were readily purified and subsequent treatment with acidic methanol followed by removal of the auxiliary with LiBH4/MeOH (1:2) gave optically pure 4-methoxy-5-hydrazino-2-oxazolidinones (26 and 27), which serve as α-aminoaldehyde templates useful for the synthesis of a wide variety of optically active α-amino acids as well as 4-alkyl and 4-aryl-2-oxazolidinones.