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Synthesis of 3-acyl-5,6-dihydro-1,4-oxathiines through ring expansion of thiiranes.

Authors :
Chen, Xingpeng
Xu, Jiaxi
Source :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Apr2017, Vol. 58 Issue 16, p1651-1654. 4p.
Publication Year :
2017

Abstract

Synthesis of 3-acyl-5,6-dihydro-1,4-oxathiines has been achieved via reactions of thiiranes and α-diazo-β-1,3-dicarbonyl compounds under microwave and copper sulfate-assisted conditions. The current method provides a direct and simple strategy in efficient preparation of 3-acyl-1,4-oxathiines from readily available thiiranes and trans -3-acyl-5,6-dihydro-1,4-oxathiines as stereospecific products for 1,2-disubstituted cis -thiiranes. The reaction mechanism was also proposed. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00404039
Volume :
58
Issue :
16
Database :
Academic Search Index
Journal :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :
Academic Journal
Accession number :
122241068
Full Text :
https://doi.org/10.1016/j.tetlet.2017.03.039