Addition of carbanionic reagents to the 2-acyl-N-tosyl-oxazolidines 1 and 11 has been studied. Organolithium and organomagnesium reagents add to the methyl ketone I with remarkable Re and Si pi-face selectivity respectively. With phenyl ketone 11 only organomagnesium reagents follow the above trend. Models accounting for the observed stereochemical behavior are proposed.
DIASTEREOSELECTIVE ADDITION OF ORGANOMETALLIC REAGENTS TO NOR-EPHEDRINE-DERIVED 2-ACYL-N-TOSYL-OXAZOLDINES
MANZONI L;
1995
Abstract
Addition of carbanionic reagents to the 2-acyl-N-tosyl-oxazolidines 1 and 11 has been studied. Organolithium and organomagnesium reagents add to the methyl ketone I with remarkable Re and Si pi-face selectivity respectively. With phenyl ketone 11 only organomagnesium reagents follow the above trend. Models accounting for the observed stereochemical behavior are proposed.File in questo prodotto:
Non ci sono file associati a questo prodotto.
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
