89533-81-3

Upstream product

• 55164-61-9 (+/-)-(1α,5α,6α)-5-hydroxy-7-oxabicyclo<4.1.0>hept-3-en-2-one 
• 124015-51-6 (1S,4R,5R,6S)-2,3-Dioxa-bicyclo[2.2.2]oct-7-ene-5,6-diol 
• 17793-95-2 cis-1,2-dihydrocatechol 
• 124096-71-5 (1R,4S,5R,6S)-2,3-Dioxa-bicyclo[2.2.2]oct-7-ene-5,6-diol 
• 133218-70-9 (1S,2S,3R,4S)-1-Fluoro-7-oxa-bicyclo[2.2.1]hept-5-ene-2,3-diol 
• 131101-27-4 cis-1,2-dihydroxy-3-fluorocyclohexa-3,5-diene 

Downstream Products

• 133218-73-2 Acetic acid (1S,2S,6R)-2,6-diacetoxy-5-hydroxy-cyclohex-3-enyl ester 
• 123354-99-4 meso-Conduritol D tetraacetate 
• 133319-96-7 (1S,2S,3R,4S)-1,2,3,4-tetra-O-acetylconduritol C 
• 133319-93-4 (1S,2R,3S,4S)-5-cyclohexene-1,2,3,4-tetrol 
• 133319-94-5 (+)-(1S,5S,6S)-1,5,6-triacetoxy-4-oxocyclohex-2-ene 
• 671199-44-3 2,3,4-trihydroxycyclohexanone 

Relevant academic research and scientific papers

Synthesis of polyhydroxylated cyclohexenyl sulfides and sulfoxides. Evaluation of their inhibitory activity on α- and β-D-glucosidases

Racemic polyhydroxylated sulfides and sulfoxides have been prepared as potential transition-state analogs of the glucoside hydrolysis reaction, through a reaction sequence involving transformations of a ketone group into thioacetal, followed by partial ox

Enantiospecific Synthesis of (4S,5S,6S)-4,5,6-Trihydroxycyclohex-2-enone and (+)-Conduritol C from Fluorobenzene via Microbial Oxidation

Epoxidation of the chiral diene 5, produced by Pseudomonas putida oxidation of fluorobenzene, gave fluoroconduritol 9 and cyclohexenone 11; the latter was used in a short synthesis of (+)-conduritol C 1.

SHORT SYNTHESIS OF CONDURITOLS A AND D, AND DEHYDROCONDURITOLS, FROM BENZENE: THE PHOTO-OXIDATION OF cis-CYCLOHEXA-3,5-DIENE-1,2-DIOL

Diene (1), available by microbial oxidation of benzene, undergoes reaction with singlet oxygen to yield endoperoxides (2) and (3); reduction or rearrangement of these compounds gives conduritols (5) and (6) or dehydroconduritols (8) and (9), respectively.