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Synlett 1996; 1996(10): 1007-1009
DOI: 10.1055/s-1996-5634
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Synthesis of Optically Active Arylcyclopentanes by Carbocyclisation of ω-Alkenylbenzyllithiums Involving Diastereofacial Differentiation

Alain Krief* , Jamal Bousbaa
  • *Department of Chemistry, Facultés Universitaires Notre-Dame de la Paix, 61 rue de Bruxelles, B-5000 Namur, Belgium
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Publication Date:
31 December 2000 (online)

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ω-Alkenylbenzyllithiums, bearing a chiral alkoxy group in suitable position cyclise to arylcyclopentanes with very high control of the relative stereochemistry and very high stereofacial differentiation. This reaction has been used in the synthesis of enantiopure arylcyclopentanes derivatives.

arylcyclopentanes - benzyllithiums - diastereofacial differentiation - carbocyclisation - diastereoselection

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