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Synfacts 2010(1): 0054-0054
DOI: 10.1055/s-0029-1218474
DOI: 10.1055/s-0029-1218474
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Asymmetric Diaza-Cope Rearrangement Employing α-Keto Esters
H. Kim, J. Chin*
University of Toronto, Canada
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
21. Dezember 2009 (online)
Significance
Expanding upon previous work the authors report the first diaza-Cope rearrangement employing α-keto esters. Rearrangement of diimines derived from the reaction of (R,R)-1 with aryl aldehydes and keto esters provides a highly stereospecific route to α-substituted syn-α,β-diamino ester diimines [(R,S)-2a]. The corresponding amines are interesting from both synthetic and biological perspectives.