Chiral 2-endo-Substituted 9-Oxabispidines: Novel Ligands for Enantioselective Copper(II)-Catalyzed Henry Reactions

A flexible approach, applicable on a gram scale, to chiral 2‐endo‐substituted 9‐oxabispidines was developed. The key intermediate, a cis‐configured 6‐aminomethylmorpholine‐2‐carbonitrile, was prepared from (R)‐3‐aminopropane‐1,2‐diol and 2‐chloroacrylonitrile. The 2‐endo substituent was introduced b...

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Veröffentlicht in:	Chemistry : a European journal 2009-11, Vol.15 (46), p.12764-12769
Hauptverfasser:	Breuning, Matthias, Hein, David, Steiner, Melanie, Gessner, Viktoria H., Strohmann, Carsten
Format:	Artikel
Sprache:	eng
Schlagworte:	aldol reaction asymmetric synthesis Bridged Bicyclo Compounds, Heterocyclic - chemistry Catalysis Copper - chemistry enantioselective catalysis Ligands Models, Molecular Molecular Conformation nitrogen heterocycles oxabispidines Stereoisomerism Substrate Specificity
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