Diastereoselective allylation of optically active imines with metallic samarium

Synlett

Volumn , Issue 8, 1998, Pages 835-836

  Negoro, Nobuyuki ^a   Yanada, Reiko ^a   Okaniwa, Masanori ^a   Yanada, Kazuo ^b   Fujita, Tetsuro ^b  

^a KYOTO UNIVERSITY   (Japan)

^b SETSUNAN UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0002545863     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1998-1818     Document Type: Article

References (32)

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28. Addition of a catalytic amount of iodine was the best condition for the allylation of 1c. No reaction occurred without iodine. One mol eq. iodine to 1c gave 2c and 3c (95:5) in 24% yield accompanied with the starting material 1c (30 %).
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32. We can not deny the mechanism in which the imine is reduced at the first stage. But we think the formation of allyl Sm complex is plausible because there is no imine dimer or amine, which is the product from imine radical, under this experimental conditions.