Enantioselective Conjugate Addition of a Lithium Ester Enolate Catalyzed by Chiral Lithium Amides: A Possible Intermediate Characterized
Posted on 2009-05-07 - 00:00
Two 1:1 noncovalent mixed aggregates between a lithium enolate and two diastereomeric lithium amides have been identified spectroscopically in THF. The NMR data, as well as DFT theoretical calculations, shine some light on a puzzling reversal of induction, observed when switching from one diastereomer of the amide to the other in the enantioselective Michael addition of the lithium enolate to an unsaturated ester.
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Lecachey, Baptiste; Duguet, Nicolas; Oulyadi, Hassan; Fressigné, Catherine; Harrison-Marchand, Anne; Yamamoto, Yasutomo; et al. (2016). Enantioselective Conjugate Addition of a Lithium Ester Enolate Catalyzed by Chiral Lithium Amides: A Possible Intermediate Characterized. ACS Publications. Collection. https://doi.org/10.1021/ol900275y
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AUTHORS (8)
- BLBaptiste LecacheyNDNicolas DuguetHOHassan OulyadiCFCatherine FressignéAHAnne Harrison-MarchandYYYasutomo YamamotoKTKiyoshi TomiokaJMJacques Maddaluno
