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Synlett 1996; 1996(1): 51-52
DOI: 10.1055/s-1996-5312
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α,β-Unsaturated Oxazolines As Acceptors in Stereoselective Cyanide Conjugate Addition

Nathalie Dahuron, Nicole Langlois*
  • *Institut de Chimie des Substances Naturelles, C.N.R.S., 91198 Gif-sur-Yvette Cedex, France, Fax 1 69077247
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Publication History

Publication Date:
31 December 2000 (online)

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Diethylaluminum cyanide promotes the electrophilic assisted conjugate addition of cyanide to enantiomerically pure α,β-unsaturated oxazolines. Diastereofacial discrimination up to 4:1 was observed. Subsequent acid hydrolysis afforded substituted succinic acids without racemization.

α,β-unsaturated oxazoline - asymmetric conjugate addition - AlEt2CN

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