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Synfacts 2008(11): 1135-1135  
DOI: 10.1055/s-0028-1083410
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of (+)-Cermizine D

Contributor(s): Philip Kocienski, Zofia Komsta
Y. Nishikawa, M. Kitajima, H. Takayama*
Chiba University, Japan
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Publication History

Publication Date:
23 October 2008 (online)

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Significance

(+)-Cermizine is an alkaloid isolated from a club moss of the Lycopodium genus. It showed some cytotoxicity against murine lymphoma L1210 cells. The synthesis features: (1) organocatalytic α-amination (A → C) and (2) asymmetric amino allylation (G → I) (for transfer amino-allylation see: M. Sugiura, C. Mori, S. Kobayashi J. Am. Chem. Soc. 2006, 128, 11038).