Heterocyclic Compounds
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ChemInform Abstract: Highly Stereoselective Synthesis of Optically Active Oxazolinyl Oxiranes from Azaenolates of a Chiral 2-Chloromethyloxazoline.
First published: 30 May 2010
Abstract
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ChemInform Abstract
Oxazolinyl oxiranes (III) are synthesized stereoselectively by coupling of boron or titanium azaenolates derived from the chiral oxazoline (I) with ketones (II). A lower diastereoselection is observed in analogous reactions of the boron azaenolate derived from 9-BBN. In contrast, reactions of aromatic ketones (IV) proceed with very poor or no stereoselection.
