Cyclic (4S)-chloromethyl sulfite and sulfate derivatives of (S)-glycidol as valuable synthetic equivalents of scalemic epichlorohydrin

The interaction of (S)-glycidol with SOCl₂ or SO₂Cl₂ in stoichiometric amounts leads to the formation of cyclic (4S)-chloromethyl sulfite or sulfate derivatives with the same enantiomeric purity; based on this reaction, a new procedure for the synthesis of (S)-propranolol was developed.