Stereochemistry of the homolytic heterocyclization of alkynes with 1,2-ethanedithol into 1,4-dithianes

Autor:	V. V. Samoshin, Dmitry V. Demchuk, A. I. Lutsenko, Yu. A. Strelenko, G. I. Nikishin, E. I. Troyanskii
Rok vydání:	1991
Předmět:	Dimethyl acetylenedicarboxylate chemistry.chemical_classification chemistry.chemical_compound chemistry Double bond Stereochemistry Intramolecular force General Chemistry Triple bond Homolysis
Zdroj:	Bulletin of the Academy of Sciences of the USSR Division of Chemical Science. 40:1629-1636
ISSN:	1573-9171 0568-5230
DOI:	10.1007/bf01172266
Popis:	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-dicar-boxylate.
Databáze:	OpenAIRE
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