Croatica Chemica Acta, Vol. 68 No. 2, 1995.
Original scientific paper
Chiral Sulfinyl Chlorides as Intermediates in Interconversion of 4-Oxoazetidine-2-sulfinic Acid Derivatives
Jure J. Herak
; Pliva Research Institute, Prilaz baruna Filipovića 89, 41000 Zagreb, Croatia
Abstract
Stereochemically pure methylsulfmates 3 and benzylsulfìnamides 4 are readily epimerized in the presence of hydrogen chloride and at the same time they can be transformed by sulfinate-sulfinamide interconversion. Formation of sulfinyl chlorides 2 as intermediates and their epimerization by rapid chloride anion exchange at sulfur atom is proposed. The equilibrated ratio between epimers 2a and 2b determines the enantioselectivity of these processes.
Keywords
Hrčak ID:
136760
URI
Publication date:
1.5.1995.
Visits: 625 *