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Synlett 1990; 1990(10): 627-628
DOI: 10.1055/s-1990-21191
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Proline Benzyl Ester as Chiral Auxiliary in Barbier-Type Reactions in Aqueous Solution

Herbert Waldmann*
  • *Institut für Organische Chemie, Universität Mainz, Becherweg 18-20, D-6500 Mainz, Federal Republic of Germany
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Publication Date:
08 March 2002 (online)

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α-Keto amides of proline benzyl ester [N-(α-oxoacyl)prolines] react with allyl halides in the presence of zinc in an asymmetric Barbier-type carbonyl-addition reaction to give the corresponding α-hydroxy amides in high yields and with good diastereoselectivities.

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