Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5222241 | Tetrahedron | 2009 | 11 Pages |
Abstract
The synthesis of terminal oxazolinyloxiranes, even in enantioenriched form, has been performed by Darzens-type reaction of lithiated chloroalkyloxazolines with benzotriazolylmethanol (BtCH2OH) or by chloromethylation of 2-acyl-2-oxazolines. The synthetic utility of such oxiranes based on their ability to act either as electrophiles, undergoing ring-opening reactions with nucleophiles, or as nucleophiles in form of the oxiranyl anions, generated by stereoselective β-deprotonation, has been investigated.
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