W. Midura, M. Mikołajczyk
Apr 15, 2002
Citations
0
Influential Citations
29
Citations
Journal
Tetrahedron Letters
Abstract
Abstract E -( S )-(1-Dimethoxyphosphoryl-2-phenyl)vinyl p -tolyl sulfoxide 3 was found to undergo cyclopropanation with sulfur ylides [dimethyl(oxo)sulfonium methylide, diphenyl sulfonium isopropylide and ethyl (dimethylsulfuranylidene)acetate (EDSA)] in a highly diastereoselective manner. The major diastereomer obtained in the reaction of E -( S )- 3 with EDSA was converted into enantiopure (2 R )-amino-(3 R )-phenyl-(1 R )-cyclopropane-phosphonic acid, a constrained analog of the GABA B antagonist, phaclofen.