252192-79-3Relevant academic research and scientific papers
Synthesis of 4′-thionucleosides by 1,3-dipolar cycloadditions of the simplest thiocarbonyl ylide with alkenes bearing electron-withdrawing groups
Corsaro, Antonino,Pistarà, Venerando,Chiacchio, Maria Assunta,Vittorino, Elisa,Romeo, Roberto
, p. 4915 - 4918 (2008/02/08)
Reactions of the simplest thiocarbonyl ylide with a variety of appropriate alkenes bearing electron-withdrawing substituents afforded the corresponding tetrahydrothiophenes, which could be easily elaborated into hydroxy and hydroxymethyl derivatives and t
Enantiomerically pure trans-3,4-disubstituted tetrahydrothiophenes from diastereoselective thiocarbonyl ylide addition to chiral α,β-unsaturated amides
Karlsson, Staffan,H?gberg, Hans-Erik
, p. 1667 - 1669 (2008/02/10)
(matrix presented). Asymmetric 1,3-dipolar cycloadditions of a sulfur-containing 1,3-dipole and α,β-unsaturated camphorsultam amides as dipolarophiles are described. The cycloaddition products, trans-3,4-disubstituted tetrahydrothiophenes, were obtained in high diastereomeric ratios (up to 90:10) and in high yields. Chromatographic removal of the minor diastereomer followed by cleavage of the chiral auxiliary furnished either the enantiomerically pure corresponding alcohol or carboxylic acid.
