Scientific article
English

Enantioselective nucleophilic opening of meso epoxides by organolithium reagents

Published inSynlett, no. 10, p. 1165-1167
Publication date1998
Abstract

Aryl lithium reagents, complexed with (-)-sparteine, react enantioselectively with cyclic meso epoxides, to afford chiral aryl cyclanols. The enantiomeric excess, though moderate (27-87%), is the best in the literature for such a reaction. Activation by BF3 · OEt2 is needed, and is compatible with a diamine such as (-)-sparteine.

Keywords
  • epoxides
  • organolithium reagents
  • BF3 Et2O activation
  • (-)-sparteine
Affiliation entities Not a UNIGE publication
Citation (ISO format)
ALEXAKIS, Alexandre, VRANCKEN, Emmanuel, MANGENEY, Pierre. Enantioselective nucleophilic opening of meso epoxides by organolithium reagents. In: Synlett, 1998, n° 10, p. 1165–1167. doi: 10.1055/s-1998-5741
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Article (Published version)
accessLevelRestricted
Identifiers
Journal ISSN0936-5214
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Creation21/06/2010 14:44:19
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Update time14/03/2023 15:48:21
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