Synthesis of thiirane derivatives of decahydroquinoline by the reaction of α,β-epoxy alcohols with thiourea

The reaction of α,β-epoxy alcohols of the decahydroquinoline series with thiourea in water in the presence of sulfuric acid leads to 1-alkyl-, 1,2-dimethyl-, and 1,2,2-trimethyl-4-thiiranyl-trans-decahydro-4-quinolol carbamates, the structures of which were established by spectral methods.