Stereochemistry of the homolytic heterocyclization of alkynes with 1,2-ethanedithol into 1,4-dithianes
作者:�. I. Troyanskii、Yu. A. Strelenko、D. V. Demchuk、V. V. Samoshin、A. I. Lutsenko、G. I. Nikishin
DOI:10.1007/bf01172266
日期:1991.8
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.