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- W4313332947 abstract "A concise total synthesis of (±)-N-methyldibromoisophakellin, a member of the monomeric pyrrole–aminoimidazole alkaloid family isolated from the marine sponge Stylissa carbica, was achieved via a net [3 + 2] cycloaddition to install the cyclic guanidine. This ring annulation employs a 2-amido-1,3‑aminoallyl cation obtained under oxidative conditions from variously N-substituted guanidines which in one instance led to isolation of a tetracycle bearing a carbinolamine center through subsequent benzylic oxidation. Finally, the serendipitous formation of a unique, related alkenyl guanidine, N-methylugibohlin, achieved via ring opening of cyclic guanidine under acidic conditions suggests that ugibohlin may be an artifact of isolation." @default.
- W4313332947 created "2023-01-06" @default.
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- W4313332947 date "2023-01-01" @default.
- W4313332947 modified "2023-09-25" @default.
- W4313332947 title "Total synthesis of (±)-N-methyldibromoisophakellin and N-methylugibohlin via net [3 + 2] cycloguanidinylations employing 2-amido-1,3-diamino-allyl cations" @default.
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- W4313332947 doi "https://doi.org/10.1016/j.tetlet.2022.154304" @default.
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