A Useful Preparation ofO-Protected α-Hydroxyketones of Defined Enantiomeric Purity from 2-Hydroxyalkanoic Esters
- 1 January 1986
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1986 (01) , 60-64
- https://doi.org/10.1055/s-1986-31478
Abstract
α-Hydroxyketones (OH-protected) are prepared in high enantiomeric purity by reaction of chiral O-protected 2-hydroxyalkanoic esters with organolithium compounds in ether/pentane at - 100°C or by conversion of 2-hydroxyalkanoic esters into 2-hydroxy-N,N-dimethylalkanamides, O-protection of these amides, and reaction with organomagnesium bromides in tetrahydrofuran/ether at 5°C.Keywords
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