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• W2056519944 abstract "Two cyclohumulanoids, dl-bicyclohumulenone (4) and dl-africanol (7 were synthesized through newly developed conformationally selective transannular cyclization of humulene 9,10-epoxide (2). The epoxide 2 was converted to a bicyclohumulenediol diacetate 3a in 70% yield by treatment with BF3·OEt2-Ac2O, while treatment of 2 with trimethylsilyl trifluoromethansulfonate gave an africen-10-ol (5a and 5b) in 80% yield. The two intermediates 3a and 5a furnished the natural products 4 and 7 in 30 and 8 % yield from 2 respectively." @default.
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• W2056519944 date "1980-01-01" @default.
• W2056519944 modified "2023-10-16" @default.
• W2056519944 title "Conformationally selective transannular cyclizations of humulene 9,10-epoxide. Synthesis of the two skeletally different cyclohumulanoids: dl-bicyclohumulenone and dl-africanol" @default.
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• W2056519944 doi "https://doi.org/10.1016/0040-4039(80)80152-3" @default.
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