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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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Bibliografiske detaljer
Udgivet i:J Am Chem Soc
Main Authors: Tallmadge, Evan H., Jermaks, Janis, Collum, David B.
Format: Artigo
Sprog:Inglês
Udgivet: 2015
Fag:
Online adgang: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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