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Synlett 1996; 1996(5): 471-472
DOI: 10.1055/s-1996-5450
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New Improved Reagents for the Asymmetric Allylation of Ketones

Lutz F. Tietze* , Christoph Wegner, Christian Wulff
  • *Institut für Organische Chemie, Georg-August-Universität Göttingen, Tammannstrasse 2, D-37077 Göttingen, Germany, FAX Int. 49 (0)551 399476
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Publication Date:
31 December 2000 (online)

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The synthesis of new 1,2-aminoalcohol derivatives 1b-d and 8a-h and their application in the stereoselective allylation of ethyl methyl ketones is described. The best results were obtained with the biphenyl derivative 8f, allowing the synthesis of tert-homoallylic ether 9f and 10f with a selectivity of 18:1.

Allylation - Allylsilane - Homoallylic alcohol - Ephedrin - TMSOTf