Abstract endo- and exo-Norborneols have been phosphorylated with phosphorus oxychloride, and phenylphosphorodichloridate to the corresponding phosphorodichloridates and phenylphosphorochloridates. With thiophosphoryl chloride, both isomeric norborneols gave the dichloridothioates. When the norborneols (2 mol. equivs.) were treated with phosphorus oxy-chloride (1 mol. equiv.) the corresponding phosphorrchloridates were isolated. The various liquid phosphorochloridates and dichloridothioates were characterized as solid derivatives, e.g. phenylhydrazides, diamidates, and hydrazones. Several of the phosphorohydrazides have been reacted with isocyanates and phenylisothiocyanate to form the carbamoyl and N-phenylthiocarbamoyl derivatives. exo-Norbornyl O-phenylphosphorochloridate by partial hydrolysis (aq. pyridine) gave the corresponding P1:P2-diphenylpyrophosphate; exo-norbornyl N-phenylphosphoramidic chloride similarly afforded the P1: P2-dianilinopyrophosphate. The aqueous hydrolysis of exo- and endo-norbor...
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