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Recently Scott has reported2 that the reaction of ethylene oxides with triethyl phosphite, results in the reduction of the epoxide to the corresponding olefin and oxidation of the phosphite to phosphate.

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The reduction of 2-alkoxymethylthiiranes with lithium aluminum hydride has been found to result in the formation of 1alkoxy-2-mercaptopropanes, the isomers expected from normal ring fission. The reaction of triethyl phosphite with the 1alkoxy-2-mercaptopropanes was found to result in the formation of the corresponding alkyl propyl ethers and triethyl thionophosphate. The reaction of 2-alkoxymethylthiiranes with the secondary amines, piperidine, morpholine, and diethylamine w-as also investigated. The yield of the amino mercaptan was found to be quite sensitive to the mole ratio of amine to thiirane, the nature of the product formed, the presence or absence of a solvent, and the type of solvent. The reaction of triethyl phosphite with the products isolated from the reactions of amines with 2-alkoxymethylthiiranes were found to result in the formation of amidothionophosphates and alkyl allvl ethers.