3977-93-3Relevant academic research and scientific papers
An efficient catalytic chromium-mediated iodocyclopropanation Reaction: Stereoselective synthesis of iodocyclopropanecarboxamides
Concellon, Jose M.,Rodriguez-Solla, Humberto,Blanco, Elena G.,Garcia-Granda, Santiago,Diaz, And M. Rosario
experimental part, p. 49 - 52 (2011/03/22)
A catalytic chromium-mediated novel synthesis of iodocyclopropanecarboxamides is reported. This reaction can be carried out on aromatic (E)- or (Z)-α,β-unsaturated amides in which the C=C double bond is di- or trisubstituted. This process takes place with
Highly stereoselective halocyclopropanation of α,β-unsaturated amides
Concellon, Jose M.,Rodriguez-Solla, Humberto,Blanco, Elena G.,Villa-Garcia, Maria A.,Alvaredo, Noemi,Garcia-Granda, Santiago,Rosario Diaz
experimental part, p. 2185 - 2198 (2009/12/28)
A convenient highly stereoselective synthesis of chloro- and bromocyclopropanamides from di- tri- or tetrasubstituted (E)- or (Z)-α,β-unsaturated amides with total or high stereoselectivity promoted by chromium dichloride or dibromide is described. The tr
Stereospecific cyclopropanation of highly substituted C-C double bonds promoted by CrCl2. Stereoselective synthesis of cyclopropanecarboxamides and cyclopropyl ketones
Concellon, Jose M.,Rodriguez-Solla, Humberto,Mejica, Carmen,Blanco, Elena G.
, p. 2981 - 2984 (2008/02/09)
We describe herein a CrCl2-promoted cyclopropanation of α,β-unsaturated amides. This reaction can be carried out on (E)- or (2)-α,β-enamides in which the C-C double bond is di-, tri-, or tetrasubstituted. In all cases the process is completely stereospecific and only a single diastereoisomer is obtained. In addition, cyclopropyl ketones were readily prepared by reaction of the cyclopropanecarboxamides (derived from morpholine) obtained with a range of organolithium compounds. A mechanism has been proposed to explain the cyclopropanation reaction.
Sequenced elimination-reduction and elimination-cyclopropanation reactions of 2,3-epoxyamides promoted by samarium diiodide. Synthesis of 2,3-dideuterioamides and cyclopropanamides
Concellón, José M.,Huerta, Mónica,Bardales, Eva
, p. 10059 - 10065 (2007/10/03)
An easy and general sequenced elimination/reduction or elimination/ cyclopropanation process promoted by samarium diiodide or/and CH 2I2/Sm provide an efficient method for synthesising 2,3-dideuterioamides 3 or cyclopropanamides 8, respectively. The transformations take place in high yields and with total or high selectivity from the easily available 2,3-epoxyamides. Graphical Abstract
Complete stereospecific cyclopropanation of α,β-unsaturated amides promoted by Sm/CH2I2
Concellon, Jose M.,Rodriguez-Solla, Humberto,Gomez, Cecilia
, p. 1917 - 1919 (2007/10/03)
Samarium learns another trick: Complete stereospecific cyclopropanation of α,βunsaturated amides, in which the double bond is di-, tri-, or tetrasubstituted is promoted by Sm/CH2I2 [Eq. (1)]. The reaction is high yielding and unaffec
