Enantioselective Nucleophilic Opening of meso Epoxides by Organolithium Reagents
- 1 October 1998
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1998 (10) , 1165-1167
- https://doi.org/10.1055/s-1998-5741
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
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