20273-71-6Relevant articles and documents
Stereoselective azide introduction during 1,2-sulfur migration in α-hydroxyalkyldithioacetals
Afonso, Carlos A. M.,Barros, M. Teresa,Maycock, Christopher D.
, p. 801 - 814 (1999)
A series α-hydroxyalkyldithiolanes were reacted with a mixture of triphenylphosphine, diethyl azodicarboxylate and hydrazoic acid to give 2-azido-l,4-dithianes stereoselectively. Reduction of the azido group to an amine resulted in racemisation.
Half-Chair Conformations of Unsaturated Heterocyclic Compounds
Fatheree, D. M.,Deeg, G. L.,Matthews, D. B.,Russell, J. G.
, p. 92 - 97 (1982)
The vicinal proton coupling constants were obtained for some 6-membered ring unsaturated heterocyclic compounds.The R values and ring dihedral angles were determined and found to be consistent with half-chair conformations.Relative to saturated heterocyclic compounds, the effect of the sulfur atom on ring puckering was attenuated.However, an increase in ring puckering resulted from the sulfone group and was attributed to torsional energy.
New Applications of 2,4,6-Trichloro-1,3,5-triazine (TT) in Synthesis: Highly Efficient and Chemoselective Deprotection and Ring-Enlargement of Dithioacetals and Oxathioacetals
Karimi, Babak,Hazarkhani, Hassan
, p. 2547 - 2551 (2007/10/03)
Efficient deprotection of a wide variety of 1,3-dithioacetals and 1,3-oxathiolanes to the corresponding carbonyl compounds at room temperature using a combination of 2,4,6-trichloro-1,3,5-triazine (TT) and dimethyl sulfoxide (DMSO) was investigated. In this way, 1,3-oxathioacetals and 1,3-dithioacetals of enolizable ketones were converted to the corresponding 1,4-oxathiepine and 1,4-dithiepine derivatives, respectively.
STEREOCHEMISTRY OF THE HOMOLYTIC HETEROCYCLIZATION OF ALKYNES WITH 1,2-ETHANEDITHIOL INTO 1,4-DITHIANES
Troyanskii, E. I.,Strelenko, Yu. A.,Demchuk, D. V.,Samoshin, V. V.,Lutsenko, A. I.,Nikishin, G. I.
, p. 1629 - 1636 (2007/10/02)
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.
