A novel use of Grubbs' carbene. Application to the catalytic deprotection of tertiary allylamines

Organic Letters

Volumn 3, Issue 23, 2001, Pages 3781-3784

  Alcaide, Benito ^a   Almendros, Pedro ^a   Alonso, Jose M ^a   Aly, Moustafa F ^a,b  

^a UNIVERSIDAD COMPLUTENSE DE MADRID   (Spain)

^b SOUTH VALLEY UNIVERSITY   (Egypt)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001272378     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0167412     Document Type: Article

References (27)

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17. We believed that the higher stability of enamides compared with enamines favors the double bond isomerization, preventing from N-allyl cleavage.
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19. For the preparation of 4-oxopipecolic acid from related systems to (+)-lf and (-)-Ig, see: (b) Badorrey, R.; Cativiela, C.; Díaz de Villegas, M. D.; Gálvez, J. A. Tetrahedron 1999, 55, 7601.
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22. Unexpected ruthenium-catalyzed isomerizations to the more stable internal olefm have been recently noted. See: (a) Kinderman, S. S.; van Maarseveen, J.-H.; Schoemaker, H. E.; Hiemstra, H.; Rutjes, F. P. J. T. Org. Lett. 2001, 3, 2045.
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