A saturated three-membered ring containing sulfur and two carbons. Its strained carbon–sulfur bonds can undergo nucleophilic opening.
Sequential ring opening, five-membered cyclic imidodithiocarbonate formation, cleavage and reclosure can exchange the thiirane sulfur with the thiocyanate sulfur. Backside substitution at both ring carbons reverses the thiirane face while leaving remote stereocentres intact.
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