- STEREOCHEMISTRY OF THE HOMOLYTIC HETEROCYCLIZATION OF ALKYNES WITH 1,2-ETHANEDITHIOL INTO 1,4-DITHIANES
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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.
- Troyanskii, E. I.,Strelenko, Yu. A.,Demchuk, D. V.,Samoshin, V. V.,Lutsenko, A. I.,Nikishin, G. I.
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p. 1629 - 1636
(2007/10/02)
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