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Lithium Ephedrinate Mediated Aldol Reaction of Arylacetonitriles: Thermodynamic Control of Enantioselectivity |
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| Authors: | Paul R Carlier Weldon W-F Lam Nan Chi Wan Ian D Williams |
| Abstract: | Deracemization , the conversion of a racemic mixture into an enantiomerically enriched material, is achieved with the retro-aldol reaction of rac- 1 in the presence of lithium (−)-ephedrinate Eq. (1)]. Remarkably, two stereogenic centers are simultaneously deracemized. This reaction shows that efficient thermodynamic control of the enantioselectivity of aldol reactions is possible |
| Keywords: | Aldol reactions Asymmetric synthesis Lithium Nitriles Retro reactions |