L. Kollár, P. Sándor
Feb 23, 1993
Citations
0
Influential Citations
9
Citations
Journal
Journal of Organometallic Chemistry
Abstract
Abstract Methyl (2 R )-2-tert-butyl-Δ 4 -1,3-oxazoline-3-carboxylate has been hydroformylated to give methyl (2 R ,4 R )-2-tert-butyl-4-formyloxazolidine-3-carboxylate and methyl (2 R ,5 S )-2-tert-butyl-5-formyl-oxazolidine-3-carboxylate with up to 99% diastereoselectivities in homogeneous transition-metal-catalysed reactions. A mixture of regioisomers was formed in the presence of rhodium catalysts. Platinum catalysts gave almost exclusively methyl (2 R ,5 S )-2-tert-butyl-5-formyl-oxazolidine-3-carboxylate. The formyl products obtained are important intermediates for the synthesis of homochiral amino acid derivatives of considerable synthetic value.