A new one-step cyclization reaction has been established for the synthesis of oxahelicene derivatives, containing eight ortho-condensed benzene rings and one furan ring. 1,1′-Bibenzo[c]phenanthrene-2,2′-diols (HEBPOLs) afforded the corresponding oxahelicenes by refluxing with phosphorous pentoxide (P2O5) in o-dichlorobenzene. Enantiomerically pure oxahelicenes were also synthesized with retention of the configuration and enantiopurity (>98% ee) from the corresponding enantiomerically pure HEBPOLs.
All Science Journal Classification (ASJC) codes
- Drug Discovery
- Organic Chemistry