Facile and specific nickel-catalyzed de-N-allylation

Tetrahedron Letters

Volumn 39, Issue 26, 1998, Pages 4679-4682

  Taniguchi, Takahiko ^a   Ogasawara, Kunio ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

Aluminum and compounds; Catalysts; Nickel and compounds; Protecting groups

Indexed keywords

ALUMINUM; NICKEL;

ARTICLE; CATALYSIS; ENZYME SPECIFICITY; JAPAN; SYNTHESIS;

EID: 0032565928     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00876-4     Document Type: Article

References (15)

1. 1. For recent monographs, see: (a) Green, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis, 2nd. edn., J, Wiley & Sons, Inc., New York, 1991.
2. (b) Kocienski, P. Protecting Groups, Thieme Verlag, Stuttgart, 1994.
3. 2. Recent papers describing de-N-allylation procedures, see: (a) Lemaire-Audoire, S.; Savignac, M.; Dupuis, C.; Genêt, J. P. Bull. Chem. Soc. Fr. 1995, 132, 1157-1166.
4. (b) Lemaire-Audoire, S.; Savignac, M.; Genêt, J. P.; Bernard, J.-M. Tetrahedron Lett. 1995, 36, 1267-1270.
5. (c) Honda, M.; Morita, H.; Nagakura, I.; J. Org. Chem. 1997, 62, 8932-8936.
6. (d) Alonso, E.; Ramon, D. J.; Yus, M. Tetrahedron 1997, 53, 14355-14366.
7. (e) Jaime-Figueroa, S.; Liu, Y.; Muchowski, J. M.; Putmam, D. G. Tetrahedron Lett. 1998, 39, 1313-1316.
8. 3. Taniguchi, T.; Ogasawara, K. Angew. Chem. Int. Ed. Engl. in press.
9. 4. Colquhoun, H. M.; Holton, J.; Thompson, D. J.; Twigg, M. V. New Pathways for Organic Synthesis: Practical Applications of Transition Metals, Plenum Press, New York, 1988, p.388.
10. 1H NMR, MS) data.
11. 2.
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15. 2O-hexane, 1:5 v/v) to give 8f (61 mg, 73 %) (Table 4).