139240-75-8

Upstream product

• 542-92-7 cyclopenta-1,3-diene 
• 139174-13-3 (1S,2R,6S,7R)-5-((1S,2R,4R)-2-Methoxy-7,7-dimethyl-bicyclo[2.2.1]heptane-1-carbonyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-one 
• 139174-12-2 (1S,2R,6S,7R)-5-((1S,2R,4R)-7,7-Dimethyl-2-propoxy-bicyclo[2.2.1]heptane-1-carbonyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-one 
• 65929-62-6 3-acetyl-(3ac,7ac)-3a,4,7,7a-tetrahydro-3H-4r,7c-methano-benzooxazol-2-one 
• 65929-64-8 (+/-)-3-oxa-5-azatricyclo[5.2.1.0^2,6]dec-8-en-4-one 

Downstream Products

• 139240-76-9 (-)-(1R,2S,6R,7S)-3-oxa-5-azatricyclo[5.2.1.0^2,6]dec-8-en-4-one 
• 188123-53-7 (1S,2R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-5-((S)-3-methyl-hexanoyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one 
• 188123-48-0 (1S,2R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-5-((1R,2R,3S,4S)-3-methyl-bicyclo[2.2.1]hept-5-ene-2-carbonyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one 
• 188123-54-8 (1S,2R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-5-((S)-3-methyl-heptanoyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one 
• 188123-44-6 (1S,2R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-5-((R)-2-methyl-pent-4-enoyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one 
• 188123-45-7 (1S,2R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-5-((S)-2-methyl-butyryl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one 
• 188123-40-2 (1S,2R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one 
• 188123-35-5 Benzoic acid (1S,2R,3S,4R)-3-tert-butoxycarbonylamino-bicyclo[2.2.1]hept-5-en-2-yl ester 
• 188123-36-6 Benzoic acid (1R,2R,3R,7S,8S,10R)-2-iodo-5-oxo-4-oxa-6-aza-tricyclo[5.2.1.0^3,8]dec-10-yl ester 
• 188123-37-7 Benzoic acid (1S,3S,7S,8S,10R)-5-oxo-4-oxa-6-aza-tricyclo[5.2.1.0^3,8]dec-10-yl ester 

Relevant academic research and scientific papers

Diastereoselective [4+3] cycloadditions of enantiopure nitrogen-stabilized oxyallyl cations

Diastereoselective trapping of chiral enantiopure oxyallyl cations by common dienes is reported. Excellent diastereoselectivities were obtained and depending on which auxiliary was used cycloadditions proceeded through a chelated or non-chelated pathway.

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.

Conformationally rigid chiral [4 + 2]cycloadduct-based 2-oxazolidinones as new auxiliaries

Newly introduced enantiomerically pure [4 + 2]cycloadduct-based 2-oxazolidinones which are conformationally fixed by bicyclo[2.2.2] and [2.2.1] ring systems, serve well as excellent chiral auxiliaries in the Evans' asymmetric strategy.