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Synlett 1992; 1992(4): 343-344
DOI: 10.1055/s-1992-22008
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A Bicyclic Carbohydrate Oxazolidinone Template for Stereoselective 1,4-Additions of Organoaluminium Chlorides to Unsaturated Carboxylic Acid Derivatives

Karola Rück* , Horst Kunz
  • *Institut für Organische Chemie, Universität Mainz, Becherweg 18-20, D-6500 Mainz, Germany
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Publication Date:
08 March 2002 (online)

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The radical 1,4-addition of dimethylaluminium chloride and the polar 1,4-addition of higher dialkylaluminium chlorides to α,β-unsaturated carboxylic acid derivatives are achieved with high efficiency and stereoselectivity by using a bicyclic carbohydrate oxazolidinone 1 derived from galactosamine as the chiral auxiliary.