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DIASTEREOSELECTIVE ADDITION OF ORGANOMETALLIC REAGENTS TO NOR-EPHEDRINE-DERIVED 2-ACYL-N-TOSYL-OXAZOLDINES

Academic Article
Publication Date:
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.
Iris type:
01.01 Articolo in rivista
List of contributors:
Manzoni, LEONARDO PIERPAOLO
Handle:
https://iris.cnr.it/handle/20.500.14243/233856
Published in:
SYNLETT
Journal
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