S. Drewes, N. Emslie, J. Field
1992
Citations
0
Influential Citations
21
Citations
Journal
Tetrahedron-asymmetry
Abstract
Abstract (−)(R,R)-2-Amino-1-(4-nitrophenyl)propan-1,3-diol 3 has been used to resolve racemic 3-hydroxy-2-methylene-3-phenylpropanoic acid 1a. Conversion of the laevorotatory enantiomer into anti and syn methyl 3-hydroxy-2-methyl-3-phenylpropanoate, 2a and 2b respectively, was achieved with Pd/H2. Correlation of the specific rotations of 2a and 2b with isomers of known configuration established the absolute configuration of 4a as R. This was confirmed independently by X-ray crystallography.