849596-56-1

Upstream product

• 215026-22-5 (1S,3S,4S,6S,7S,8S)-3,4-diphenyl-2,5-dioxa-7,8-epoxybicyclo[4,4,0]decane 
• 215026-15-6 (1S,3S,4S,6S,7S)-3,4-diphenyl-7-phenylseleno-2,5-dioxabicyclo[4,4,0]decane 
• 215026-24-7 (1S,3S,4S,6R,7S)-3,4-diphenyl-2,5-dioxabicyclo[4,4,0]dec-8-en-7-ol 
• 849596-42-5 (1S,3S,4S,6R)-3,4-diphenyl-2,5-dioxabicyclo[4,4,0]dec-7-ene 
• 1521-51-3 rac-3-bromocyclohexene 
• 2325-10-2 (S,S)-hydrobenzoin 
• 849596-50-5 (1S,3S,4S,6R)-3,4-diphenyl-2,5-dioxabicyclo[4,4,0]dec-8-en-7-one 
• 849596-53-8 7,8-diphenyl-4-phenylselenyl-octahydro-1,3,6,9-tetraoxa-cyclopenta[a]naphthalen-2-one 
• 849596-52-7 carbonic acid benzyl ester 2,3-diphenyl-2,3,4a,5,8,8a-hexahydro-benzo[1,4]dioxin-5-yl ester 
• 849596-54-9 7,8-diphenyl-3a,5a,7,8,9a,9b-hexahydro-1,3,6,9-tetraoxa-cyclopenta[a]naphthalen-2-one 
• 849596-51-6 (1S,3S,4S,6R,7R)-3,4-diphenyl-2,5-dioxabicyclo[4,4,0]dec-8-en-7-ol 

Downstream Products

• 643-10-7 allo-inositol 

Relevant academic research and scientific papers

Synthesis of enantiopure cyclitols from (±)-3-bromocyclohexene mediated by intramolecular oxyselenenylation employing (S,S)-hydrobenzoin and (S)-mandelic acid as chiral sources

Reaction of 3-bromocyclohexene with (S,S)-hydrobenzoin and (S)-mandelic acid and subsequent intramolecular oxyselenenylation of the resulting allylic ethers followed by oxidation-elimination afforded the valuable cis-fused bicyclic olefins, (1S,3S,4S,6R)-3,4-diphenylbicyclo[4,4,0]-2,5-dioxa-7-decene and (1S,3S,4R)-3-phenyl-4a,7,8,8a-tetrahydro-benzo[1,4]dioxan-2-one, respectively. Further stereoselective transformation of these cis-fused bicyclic olefins afforded the enantiopure cyclohexitols, muco-quercitol, D-chiro-inocitol and allo-inocitol.