S. Florio et al., On the coupling reaction of lithium azaenolates of chiral oxazolines with carbonyl compounds, TETRAHEDRON, 57(31), 2001, pp. 6775-6786
Optically pure chloromethyloxazolines have been prepared, lithiated and the
n reacted with benzophenone to famish stereoselectively oxazolinyl oxiranes
and formyl oxiranes. The stereoselection observed has been related to the
geometry of the intermediate lithium azaenolates. Calculations have been ca
rried out in order to evaluate the relative stability of the E and Z forms
of the lithium azaenolates. The reaction of a lithium azaenolate with other
ketones leading to oxazolinyl epoxides is also reported. (C) 2001 Elsevier
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