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2005
Pyridazine derivatives
R 0500
Highly Efficient Synthesis of (R)- and (S)-Piperazic Acids Using Proline-CataAsymmetric α-Hydrazination. — Under optimized conditions, the title key
12- 160 lyzed
step involves the use of dibenzyl azodicarboxylate as hydrazinating compound and a
slight excess of the aldehyde at 0 °C. The alcohol (III) is obtained with high yield and
enantioselectivity after reduction of the configurationally unstable primary product.
(S)-Piperazic acid is available by use of (R)-proline in similar efficiency through the
same reaction sequence. — (HENMI, Y.; MAKINO, K.; YOSHITOMI, Y.; HARA, O.;
HAMADA*, Y.; Tetrahedron: Asymmetry 15 (2004) 21, 3477-3481; Grad. Sch.
Pharm. Sci., Chiba Univ., Inage, Chiba 263, Japan; Eng.) — Klein
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