213745-99-4

Upstream product

• 34837-55-3 Phenylselenyl bromide 
• 2923-28-6 silver trifluoromethanesulfonate 
• 213745-98-3 (1R,2R)-2-((R)-Cyclopent-2-enyloxy)-1,2-diphenyl-ethanol 
• 142-29-0 cyclopentene 
• 52340-78-0 (R,R)-hydroxybenzoin 

Downstream Products

• 213746-07-7 (2R,3R,4aS,5R,7aR)-2,3-Diphenyl-2,3,5,7a-tetrahydro-4aH-cyclopenta[1,4]dioxin-5-ol 
• 213746-12-4 (2R,3R,4aS,5R,7aR)-5-Methoxy-2,3-diphenyl-2,3,5,7a-tetrahydro-4aH-cyclopenta[1,4]dioxine 
• 213746-03-3 (2R,3R,4aS,5R,6R,7aR)-2,3-Diphenyl-hexahydro-cyclopenta[1,4]dioxine-5,6-diol 
• 213746-10-2 (2R,3R,4aS,5R,6S,7R,7aS)-6-Amino-7-bromo-2,3-diphenyl-hexahydro-cyclopenta[1,4]dioxin-5-ol 
• 213746-09-9 (3aR,3bS,5R,6R,7aS,8R,8aS)-8-Bromo-5,6-diphenyl-2-trichloromethyl-3b,5,6,7a,8,8a-hexahydro-3aH-3,4,7-trioxa-1-aza-cyclopenta[a]indene 
• 213746-06-6 (2R,3R,4aS,5S,6S,7aR)-2,3-Diphenyl-6-phenylselanyl-hexahydro-cyclopenta[1,4]dioxin-5-ol 
• 213746-08-8 2,2,2-Trichloro-acetimidic acid (2R,3R,4aR,5R,7aR)-2,3-diphenyl-2,3,5,7a-tetrahydro-4aH-cyclopenta[1,4]dioxin-5-yl ester 

Relevant academic research and scientific papers

Synthesis of enantiopure cyclopentitols and aminocyclopentitols mediated by oxyselenenylation of cyclopentene with (R,R)-hydrobenzoin

Oxyselenenylation of cyclopentene with (R,R)-hydrobenzoin and subsequent oxidation-elimination of the resulting oxyselenide 1 afforded olefin 2. Intramolecular oxyselenenylation of 2 occurred in a completely regio- and stereoselective manner to give oxyselenide 3. Further transformation of 2 and 3 provided enatiomerically pure cyclopentanetriol 7, cyclopentanetetrol 9, aminocyclopentitol 15, and cyclopentitol 19.