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Synlett 2000; 2000(6): 0899-0901
DOI: 10.1055/s-2000-6702
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Asymmetric Epoxidation of Allylic Alcohols Using Vanadium Complexes of (N)-Hydroxy-[2.2]paracyclophane-4-carboxylic Amides

Carsten Bolm* , Toralf Kühn
  • *Institut für Organische Chemie der RWTH Aachen, Professor-Pirlet-Str. 1, 52056 Aachen, Germany; Fax +49 241 8888 391; E-mail: Carsten.Bolm@oc.RWTH-Aachen.de
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Publication Date:
31 December 2000 (online)

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Vanadium complexes of (N)-hydroxy-[2.2]paracyclophane-4-carboxylic amides 3 are catalysts for the asymmetric epoxidation of allylic alcohols with tert-butyl hydroperoxide as terminal oxidant. Up to 71% ee have been obtained with 3 c bearing an adamantyl-substituent at the nitrogen of the hydroxamic ligand.

asymmetric catalysis - epoxidation - vanadium - hydroxamic acids - [2.2]paracyclophane