Improved synthesis of 8-oxabicyclo[3.2.1]octanes via tandem C-H oxidation/oxa-[3,3] Cope rearrangement/aldol cyclization.
Lin LiuHai-Long ChengWen-Qiang MaSi-Hua HouYong-Qiang TuFu-Min ZhangXiao-Ming ZhangShao-Hua WangPublished in: Chemical communications (Cambridge, England) (2017)
A tandem C-H oxidation/oxa-[3,3] Cope rearrangement/aldol reaction of allylic silylethers promoted by T+BF4-(tempo oxoammonium tetrafluoroborate)/ZnBr2 has been successfully developed allowing the efficient construction of 8-oxabicyclo[3.2.1]octanes and their analogs with a wide substrate scope.