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Structure–Reactivity Relationships in Lithiated Evans Enolates: Influence of Aggregation and Solvation on the Stereochemistry and Mechanism of Aldol Additions

Aldol additions to isobutyraldehyde and cyclohexanone with lithium enolates derived from acylated oxazolidinones (Evans enolates) are described. Previously characterized trisolvated dimeric enolates undergo rapid addition to isobutyraldehyde to give a 12:1 syn:syn selectivity in high yield along wit...

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Bibliographic Details
Published in:J Am Chem Soc
Main Authors: Tallmadge, Evan H., Jermaks, Janis, Collum, David B.
Format: Artigo
Language:Inglês
Published: 2015
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Online Access:https://ncbi.nlm.nih.gov/pmc/articles/PMC4762877/
https://ncbi.nlm.nih.gov/pubmed/26639525
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1021/jacs.5b10980
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