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2005
Amines
Q 0120
23- 076
Scope and Limitations of the Nitro-Mannich Reaction for the Stereoselective Synthesis of 1,2-Diamines. — Treatment of aromatic and aliphatic imines with the nitro
compounds (II) and (VII) offers an effective and stereoselective method to prepare
β-nitroamines. The latter, with exception of the derivative (X), can be smoothly converted into 1,2-diamines by SmI2-mediated reduction. However, the products undergo
degradation on standing. Thus, they are transformed into imidazolidine derivatives
such as (V) and (VI). — (ANDERSON*, J. C.; BLAKE, A. J.; HOWELL, G. P.;
WILSON, C.; J. Org. Chem. 70 (2005) 2, 549-555; Sch. Chem., Univ. Nottingham,
Nottingham NG7 2RD, UK; Eng.) — Jannicke
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