135735-95-4

Upstream product

• 135735-94-3 (1R,2R,3S,4R,5R)-4-O-Acetyl-3-O-benzyl-5-benzyloxymethyl-cyclohexan-1,2,3,4-tetraol 
• 100-39-0 benzyl bromide 
• 24363-23-3 (+/-)-7-oxabicyclo[2.2.1]hept-5-ene-2-endo-carboxylic acid 
• 139277-09-1 (1R,2S,3R,4S,6R)-6-Hydroxymethyl-3-phenylsulfanyl-7-oxa-bicyclo[2.2.1]heptan-2-ol 
• 139277-16-0 (1R,2S,4S,5R,6S)-6-Hydroxy-5-phenylsulfanyl-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid 
• 139277-11-5 (1R,2R,3R,4S,5S)-2-Benzenesulfonyl-3-benzyloxy-5-benzyloxymethyl-7-oxa-bicyclo[2.2.1]heptane 
• 139277-13-7 (1S,2R,6S)-3-Benzenesulfonyl-2-benzyloxy-6-benzyloxymethyl-cyclohex-3-enol 
• 100-44-7 benzyl chloride 
• 135735-92-1 (1R,2R,3S,4R,5R)-4-O-Acetyl-3-O-benzyl-5-benzyloxymethyl-1,2-O-cyclohexylidene-cyclohexan-1,2,3,4-tetraol 
• 135735-90-9 (1R,2R,3S)-3-O-Benzyl-5-benzyloxymethyl-1,2-O-cyclohexylidene-cyclohex-4-en-1,2,3-triol 
• 135735-91-0 (1R,2R,3S,4R,5R)-3-O-Benzyl-5-benzyloxymethyl-1,2-O-cyclohexylidene-cyclohexan-1,2,3,4-tetraol 
• 135735-93-2 4-O-acetyl-1,5-anhydro-3,6-di-O-benzyl-2-deoxy-5a-carba-D-arabino-hex-1-enitol 
• 130021-74-8 (1R,2R,3S)-1,2-O-Cyclohexylidene-5-hydroxymethyl-4-cyclohexen-1,2,3-triol 
• 135735-94-3 (1S,2S,3R,4R,5R)-4-O-Acetyl-3-O-benzyl-5-benzyloxymethyl-cyclohexan-1,2,3,4-tetraol 

Downstream Products

• 10226-73-0 DL-(1,2,4/3,5)-5-hydroxymethyl-1,2,3,4-cyclohexanetetrol 
• 94943-08-5 (1S)-(+)-(1,3/2,4,5)-2,3,4,5-tetrahydroxycyclohexanemethanol 
• 135820-00-7 5a-carba-α-D-mannopyranose 

Relevant academic research and scientific papers

Strain-Directed Bridge Cleavage of (Phenylsulfonyl)-7-oxabicycloheptane Derivatives: Application to the Total Synthesis of Carba-α-DL-glucopyranose

New methodology to prepare highly oxygenated cyclohexenylsulfones by regioselective β-elimination of (phenylsulfonyl)-7-oxabicycloheptane derivatives has been developed, and its application to the total synthesis of carba-α-DL-glucopyranose is desc

(-)-QUINIC ACID IN ORGANIC SYNTHESIS. 3. STEREOCONTROLLED SYNTHESES OF PSEUDO-α-D-GLUCOPYRANOSE AND PSEUDO-α-D-MANNOPYRANOSE.

The alkene (16), readily affordable from (-)-quinic acid, underwent a stereoselective cis- and trans-hydroxylation to give pseudo-α-D-glucopyranose (1) and pseudo-α-D-mannopyranose (2) respectively.

Facile Syntheses of Pseudo-α-D-glucopyranose and Pseudo-α-D-mannopyranose

Pseudo-α-D-glucopyranose 1 and pseudo-α-D-mannopyranose 2 are obtained via a stereoselective cis- and trans-hydroxylation respectively of the alkene 8, which is readily derived from (-)-quinic acid.