A Memory of Chirality Approach to the Stereoselective Synthesis of 4-Hydroxy-α-methylprolines

A Memory of Chirality Approach to the Stereoselective Synthesis of 4-Hydroxy-α-methylprolines

To extend the memory of chirality (MOC) methodology to structurally more diverse compounds, the synthesis of 4-hydroxy-α-methylprolines was undertaken. Yield and selectivity were very good, with an unexpected reversal in selectivity observed for the cyclization of one adduct with an unprotected hydr...

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Veröffentlicht in:Organic letters 2007-08, Vol.9 (16), p.3029-3032
Hauptverfasser: Kolaczkowski, Lawrence, Barnes, David M
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Cyclization
Molecular Structure
Proline - analogs & derivatives
Proline - chemical synthesis
Proline - chemistry
Stereoisomerism
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Beschreibung
Zusammenfassung:To extend the memory of chirality (MOC) methodology to structurally more diverse compounds, the synthesis of 4-hydroxy-α-methylprolines was undertaken. Yield and selectivity were very good, with an unexpected reversal in selectivity observed for the cyclization of one adduct with an unprotected hydroxyl.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol071023m