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Synfacts 2010(5): 0600-0600  
DOI: 10.1055/s-0029-1219753
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Amines Using Aminoalkane Surrogates

Contributor(s): Benjamin List, Anna Lee
Y.-J. Chen, K. Seki, Y. Yamashita, S. Kobayashi*
The University of Tokyo and the HFRE Division, ERATO, Japan Science Technology Agency, Tokyo, Japan
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Publication History

Publication Date:
22 April 2010 (online)

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Significance

The authors have developed an ­efficient synthesis of chiral 1,2-diamines from aminoalkane derivatives and imines. 9-Fluoreny­lidene was used as the protecting and activating group of the amine. By selective deprotection, the desired monoamines and diamines were obtained. A preliminary study of asymmetric catalysis was also carried out and promising results were obtained (syn/anti = 78:22, er (syn) = 87:13).