DIANION OF a-MERCAPTO-?-BUTYROLACTONE: AN EFFICIENT REAGENT FOR THE STEREOSELECTIVE SYNTHESIS OF a-ALKYLIDENE-?-BUTYROLACTONES FROM CARBONYL COMPOUNDS

Autor: Tanaka, Kazuhiko, Uneme, Hideki, Yamagishi, Nobuyuki, Ono, Noboru, Kaji, Aritsune
Zdroj: Chemistry Letters; June 1978, Vol. 7 Issue: 6 p653-656, 4p
Abstrakt: Dianion of a-mercapto-?-butyrolactone was successfully generated by treating a-mercapto-?-butyrolactone with lithium diisopropylamide-N,N,N',N'-tetramethylethylenediamine at -78°C in THF. This dianion was found to be highly reactive toward electrophilic reagents. A new methodology for the stereoselective synthesis of a-alkylidene-?-butyrolactones by one-pot procedure has been developed.
Databáze: Supplemental Index