Abstract

Tariq R. Sobahi

The work concerning this investigation involves preparation of lithium enolates of N-propionyl derivatives of 1, 3-oxazin-2-one and oxazolidin-2-one chiral auxiliaries derived from [(1S)-endo]-(-)-borneol by deprotonating N-propionyl derivatives with lithium diisopropylamide (LDA). It also involves condensation of these lithium enolates with different aldehydes in asymmetric aldol reactions. The stereochemical outcome for these aldol reactions is measured in terms of diastereomeric excess (d.e.) which is determined by analysis of the crude aldol products by high-field 1H NMR spectroscopy.

Asymmetric aldol reaction; Chiral auxiliaries; Lithium enolate

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