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- W2032082856 abstract "Abstract (1 S ,2 R ,6 R ,7 R )‐4‐Phenyl‐3,10‐dioxa‐5‐azatricyclo[5.2.1.0 2,6 ]dec‐4‐en‐9‐one ((+)‐ 5 ) obtained in 6 steps from the Diels‐Alder adduct of furan to 1‐cyanovinyl (1 S )‐camphanate ((+)‐ 3 ) was reduced to the corresponding endo ‐alcohol (−)‐ 6 the treatment of which with HBr/AcOH provided (−)‐(3a S ,4 S ,6 R ,7 S ,7a R )‐4β‐bromo‐3aβ,4,5,6,7,7aβ‐hexahydro‐2‐phenyl‐1,3‐benzoxazole‐6β,7α‐diyl diacetate ((−)‐ 17 ). Elimination of HBr with 1,8‐diazabicyclo[5.4.0]undec‐7‐ene (DBU) and acidic hydrolysis furnished (−)‐(1 R ,2 S ,3 R ,4 R )‐4‐aminocyclohex‐5‐ene‐1,2,3‐triol ( (−)‐conduramine C 1 ;(−)‐ 1 )." @default.
- W2032082856 created "2016-06-24" @default.
- W2032082856 creator A5082026323 @default.
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- W2032082856 date "1994-02-09" @default.
- W2032082856 modified "2023-10-03" @default.
- W2032082856 title "Enantioselective synthesis of (?)-conduramine C1 and aminobromocyclitol derivatives" @default.
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- W2032082856 doi "https://doi.org/10.1002/hlca.19940770103" @default.
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