Nickel-catalysed three-component connection reaction of a phenyl group, conjugated dienes, and aldehydes: Stereoselective synthesis of (E)-5-phenyl-3-penten-1-ols and (E)-3-methyl-5-phenyl-3-penten-1-ols

Journal of Organometallic Chemistry

Volumn 624, Issue 1-2, 2001, Pages 348-353

  Shibata, Kazufumi ^a   Kimura, Masanari ^a   Kojima, Keisuke ^a   Tanaka, Shuji ^a   Tamaru, Yoshinao ^a  

^a NAGASAKI UNIVERSITY   (Japan)

Author keywords

Dienes; Multi component connection; Nickel; Organoboranes; Organozincs

Indexed keywords

EID: 0001183935     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0022-328X(00)00890-1     Document Type: Article

References (15)

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7. Alkylation of aldehydes with alkylboranes: (a) B.M. Mikhailov, T.K. Baryshnikova, A.S. Shashkov, J. Organomet. Chem. 219 (1981) 301. (b) G.W. Kabalka, Z. Wu, S.E. Trotman, X. Gao, Org. Lett. 2 (2000) 255.
8. Alkylation of aldehydes with alkylboranes: (a) B.M. Mikhailov, T.K. Baryshnikova, A.S. Shashkov, J. Organomet. Chem. 219 (1981) 301. (b) G.W. Kabalka, Z. Wu, S.E. Trotman, X. Gao, Org. Lett. 2 (2000) 255.
9. Allylation of aldehydes with allylboranes: (a) P.V. Ramachandran, G.-M. Chen, H.C. Brown, Tetrahedron Lett. 38 (1997) 2417. (b) M. Suginome, H. Nakamura, T. Matsuda, Y. Ito, J. Am. Chem. Soc. 120 (1998) 4248. J.D. White, J. Hong, L.A. Robarge, Tetrahedron Lett. 40 (1999) 1463.
10. Allylation of aldehydes with allylboranes: (a) P.V. Ramachandran, G.-M. Chen, H.C. Brown, Tetrahedron Lett. 38 (1997) 2417. (b) M. Suginome, H. Nakamura, T. Matsuda, Y. Ito, J. Am. Chem. Soc. 120 (1998) 4248. J.D. White, J. Hong, L.A. Robarge, Tetrahedron Lett. 40 (1999) 1463.
11. Allylation of aldehydes with allylboranes: (a) P.V. Ramachandran, G.-M. Chen, H.C. Brown, Tetrahedron Lett. 38 (1997) 2417. (b) M. Suginome, H. Nakamura, T. Matsuda, Y. Ito, J. Am. Chem. Soc. 120 (1998) 4248. J.D. White, J. Hong, L.A. Robarge, Tetrahedron Lett. 40 (1999) 1463.
12. Arylation and vinylation of aldehydes with aryl- and vinylboranes: (a) P. Jacob, III, H.C. Brown, J. Org. Chem. 42 (1977) 579. (b) M. Sakai, M. Ueda, N. Miyaura, Angew. Chem. Int. Ed. Engl. 37 (1998) 3279. R.A. Batey, D.B. MacKay, V. Santhakumar, J. Am. Chem. Soc. 121 (1999) 5075. R.A. Batey, A.N. Thadani, D.M. Smil, Org. Lett. 1 (1999) 1683.
13. Arylation and vinylation of aldehydes with aryl- and vinylboranes: (a) P. Jacob, III, H.C. Brown, J. Org. Chem. 42 (1977) 579. (b) M. Sakai, M. Ueda, N. Miyaura, Angew. Chem. Int. Ed. Engl. 37 (1998) 3279. R.A. Batey, D.B. MacKay, V. Santhakumar, J. Am. Chem. Soc. 121 (1999) 5075. R.A. Batey, A.N. Thadani, D.M. Smil, Org. Lett. 1 (1999) 1683.
14. Arylation and vinylation of aldehydes with aryl- and vinylboranes: (a) P. Jacob, III, H.C. Brown, J. Org. Chem. 42 (1977) 579. (b) M. Sakai, M. Ueda, N. Miyaura, Angew. Chem. Int. Ed. Engl. 37 (1998) 3279. R.A. Batey, D.B. MacKay, V. Santhakumar, J. Am. Chem. Soc. 121 (1999) 5075. R.A. Batey, A.N. Thadani, D.M. Smil, Org. Lett. 1 (1999) 1683.
15. Arylation and vinylation of aldehydes with aryl- and vinylboranes: (a) P. Jacob, III, H.C. Brown, J. Org. Chem. 42 (1977) 579. (b) M. Sakai, M. Ueda, N. Miyaura, Angew. Chem. Int. Ed. Engl. 37 (1998) 3279. R.A. Batey, D.B. MacKay, V. Santhakumar, J. Am. Chem. Soc. 121 (1999) 5075. R.A. Batey, A.N. Thadani, D.M. Smil, Org. Lett. 1 (1999) 1683.