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Synlett 1998; 1998(8): 835-836
DOI: 10.1055/s-1998-1818
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Diastereoselective Allylation of Optically Active Imines with Metallic Samarium

Nobuyuki Negoro* , Reiko Yanada, Masanori Okaniwa, Kazuo Yanada, Tetsuro Fujita
  • *Faculty of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan
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Publication History

Publication Date:
31 December 2000 (online)

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Barbier-type allylation of optically active imines such as N-benzylidenevalinol methyl ether was performed with metallic samarium, a catalytic amout of iodine, and allyl bromide. This reaction proceeded in a highly diastereoselective manner in THF at room temperature.

samarium - Barbier-type reaction - diastereoselective allylation - imine - chelation control

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