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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


Puni tekst: engleski pdf 9.595 Kb

str. 393-398

preuzimanja: 276

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Sažetak

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.

Ključne riječi

Hrčak ID:

136760

URI

https://hrcak.srce.hr/136760

Posjeta: 440 *