Title of article
Oxazolidinone cross-alkylation during Evans’ asymmetric alkylation reaction
Author/Authors
Nieves Fresno، نويسنده , , Ruth Pérez-Fern?ndez، نويسنده , , Pilar Goya، نويسنده , , Ma Luisa Jimeno، نويسنده , , Ibon Alkorta، نويسنده , , José Elguero، نويسنده , , Laura Menéndez-Taboada، نويسنده , , Santiago Garc?a-Granda، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2011
Pages
8
From page
9104
To page
9111
Abstract
Starting from Evans’ imidazolidin-2-one (1) two compounds were obtained by trans-N-acylation: the expected one 3 with S,R configuration and a second compound 5, that is, related to 3 by the loss of a CH(CH3)Cdouble bond; length as m-dashO fragment. The stereochemistry of 3 was established by NMR spectroscopy, mainly NOE experiments, as expected, the new center has an S configuration, the compound being thus S,R. The structure of compound 5 was determined by X-ray crystallography. A mechanism of formation of 5 was proposed.
Keywords
asymmetric alkylation , X-ray crystallography , Multinuclear NMR , DFT calculations , Oxazolidinone
Journal title
Tetrahedron
Serial Year
2011
Journal title
Tetrahedron
Record number
1103875
Link To Document