Bulletin of the Academy of Sciences of the USSR Division of Chemical Science p. 1629 - 1636 (1991)
Update date:2022-07-29
Topics:
Troyanskii, E. I.
Strelenko, Yu. A.
Demchuk, D. V.
Samoshin, V. V.
Lutsenko, A. I.
Nikishin, G. I.
The homolytic heterocyclization of dialkyl-, and diaryl-acetylenes with 1,2-ethanedithiol leads stereoselectively to cis-2,3-disubstituted 1,4-dithianes.The stereochemistry of the reactions is determined by a combination of homolytic trans addition at the triple bond and intramolecular homolytic cis addition at the double bond.The main product of the heterocyclization of dimethyl acetylenedicarboxylate is dimethyl 5,6-dihydro-1,4-dithiin-2,3-dicarboxylate.
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