Tetrahedron p. 2505 - 2512 (1987)
Update date:2022-08-03
Topics:
Cardillo, Giuliana
Orena, Mario
Sandri, Sergio
Tomasini, Claudia
(1'S*,5S,R)-3-(1'-phenyleth-1'-yl)-5-iodomethyloxazolidin-2-ones, 4a,b, have been synthesized and easily resolved by silica gel chromatography.Each pure diastereomer has been then converted to (S)-(-)-propranolol 1a and (R)-(+)-propranolol 1b, respectively.An empirical correlation of configuration and 1H NMR chemical shift for alternate diastereomers has been devised and has proved to be applicable in assigning the configuration of 5-substituted 3-(1'-phenyleth-1'-yl)oxazolidin-2-ones.
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