Nickel-catalyzed intramolecular homoallylation of ω-dienyl aldehyde

Organic Letters

Volumn 3, Issue 14, 2001, Pages 2181-2183

  Shibata, Kazufumi ^a   Kimura, Masanari ^a   Shimizu, Masamichi ^a   Tamaru, Yoshinao ^a  

^a NAGASAKI UNIVERSITY   (Japan)

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ARTICLE;

EID: 0001008119     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0100879     Document Type: Article

References (14)

1. Tsuji, J. Transition Metal Reagents and Catalysts; Wiley: Chichester, 2000.
2. Harayama, H.; Kuroki, T.; Kimura, M.; Tanaka, S.; Tamaru, Y. Angew. Chem., Int. Ed. Engl. 1997, 36, 2352.
3. Kimura, M.; Ezoe, A.; Shibata, K.; Tamaru, Y. J. Am. Chem. Soc. 1998, 120, 4033.
4. Kimura, M.; Fujimatsu, H.; Ezoe, A.; Shibata, K.; Shimizu, M.; Matsumoto, S.; Tamaru, Y. Angew. Chem., Int. Ed. 1999, 38, 397.
5. Yamamoto, Y.; Asao, A. Chem. Rev. 1993, 93, 2207.
6. Sato, Y.; Takimoto, M.; Mori, M. J. Am. Chem. Soc. 2000, 122, 1624.
7. 7a involves addition of Ni-H species to a diene, followed by an intramolecular nucleophilic allylation of aldehyde by the π-allylnickel thus-formed.
8. 3SiH: (a) Montgomery, J. Acc. Chem. Res. 2000, 33, 467.
9. (b) Tang, X.-Q.; Montgomery, J. J. Am. Chem. Soc. 1999, 121, 6098.
10. 2Zn: (a) Kimura, M.; Shibata, K.; Koudahashi, Y.; Tamaru, Y. Tetrahedron Lett. 2000, 41, 6789.
11. (b) Kimura, K.; Matsuo, S.; Shibata, K.; Tamaru, Y. Angew. Chem., Int. Ed. 1999, 38, 3386.
12. (c) Giovannini, R.; Stüdemann, T.; Dussin, G.; Knochel, P. Angew. Chem., Int. Ed. 1998, 37, 2387.
13. (d) Vettel, S.; Vaupel, A.; Knochel, P. J. Org. Chem. 1996, 61, 7473.
14. 6