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Paper | Regular issue | Vol 31, No. 10, 1990, pp.1789-1799
Published online, 1st January, 1970
DOI: 10.3987/COM-90-5322
On the 2,4-Relative Stereochemistry of N-Substituted Oxazolidines Derived from Phenylglycinol

Siméon Arséniyadis, Pei Qiang Huang, Nelly Moreller, Jean-Claude Beloeil, and Henri-Philippe Husson*

*Institut des Chimie des Substances Naturelles, C.N.R.S., 1 avenue de la Terrasse, Bat. 27, 91198 Gif-sur-Yvette Cedex, France


1H and 13C nmr spectroscopy using n.O.e difference, NOESY and ROESY techniques and 3J CH coupling constants allowed confirmation of the (2R, 4R) absolute configuration of the (R)-(-)-phenylglycinol derived oxazolidines 2M to 5M and demonstrated that the trans 2,4-relative stereochemisry was erroneosly implied on the basis of misinterpreted nmr spectra (H-4, H-5 assignements).