Amino-s-triazines -- Synthesis and stereochemistry of restricted rotational phenomena -- First use of a C-2-substituted serinol in tandem with masked 4-piperidone for selective amination of cyanuric chloride

International audienceStarting from 4-piperidone monohydrate hydrochloride (or the hydrochloride of its ethylene ketal) alone, otherwise in tandem with a C-2-substituted 2-aminopropane-1,3-diol (“serinol”) as amino-nucleophiles in reaction with cyanuric chloride, the synthesis of novel N-substituted amino-s-triazines is reported. The stereochemistry of rotational phenomena occurring about the newly created C(s-triazine)–N< (exocyclic) partial double bonds in the title compounds, seen as new dendritic building blocks, is discussed