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2005
Aminocarboxylic acids (hydrazinocarboxylic acids) and esters
P 0270
Cu(I)-Carbenoid- and Ag(I)-Lewis Acid-Catalyzed Asymmetric Intermolecular
Insertion of α-Diazo Compounds into N—H Bonds. — The Cu(I)- and Ag(I) cata10- 054 lyzed
asymmetric intermolecular insertion of diazo compounds into N—H bonds is developed. The Cu(I)-catalyzed reactions proceed with enantioselectivities of up to 28%
e.e. for different α-diazo acetates. Chiral Ag(I) complexes are found to give higher
enantioselectivities of up to 48% e.e., however only low yields (4—5%) are obtained.
There are indications, that the Ag(I)-mediated reactions follow a different reaction
mechanism compared to the Cu(I)-catalyzed insertions. — (BACHMANN, S.;
FIELENBACH, D.; JOERGENSEN*, K. A.; Org. Biomol. Chem. 2 (2004) 20,
3044-3049; Dep. Chem., Univ. Aarhus, DK-8000 Aarhus, Den.; Eng.) — Bartels
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