Rhodium-catalysed arylation of aldehydes with arylstannanes

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Shuichi Oi, Mitsutoshi Moro and Yoshio Inoue


Abstract

Aryltrimethylstannanes react with aldehydes in the presence of a catalytic amount of a cationic rhodium complex, [Rh(cod)(MeCN)2]BF4, affording the corresponding arylated secondary alcohols in good yields.


References

  1. Y. Okude, S. Hirano, T. Hiyama and H. Nozaki, J. Am. Chem. Soc., 1977, 99, 3179 CrossRef CAS; T. Hiyama, K. Kimura and H. Nozaki, Tetrahedron Lett., 1981, 22, 1037 CrossRef CAS; K. Takai, K. Kimura, T. Kuroda, T. Hiyama and H. Nozaki, Tetrahedron Lett., 1983, 24, 5281 CrossRef CAS; K. Takai, T. Kuroda, S. Nakatsukasa, K. Oshima and H. Nozaki, Tetrahedron Lett., 1985, 26, 5585 CrossRef CAS; K. Takai, M. Tagashira, T. Kuroda, K. Oshima, K. Uchimoto and H. Nozaki, J. Am. Chem. Soc., 1986, 108, 6048 CrossRef CAS.
  2. H. Jin, J. Uenishi, W. J. Christ and Y. Kishi, J. Am. Chem. Soc., 1986, 108, 5644 CrossRef CAS.
  3. Review: Y. Yamamoto and N. Asao, Chem. Rev., 1993, 93, 2207 Search PubMed.
  4. J. M. Nuss and R. A. Rennels, Chem. Lett., 1993, 197 CAS.
  5. H. Nakamura, N. Asao and Y. Yamamoto, J. Chem. Soc., Chem. Commun., 1995, 1273 RSC; H. Nakamura, H. Iwama and Y. Yamamoto, J. Am. Chem. Soc., 1996, 118, 6641 CrossRef CAS.
  6. H. Nakamura, N. Sadayori, M. Sekido and Y. Yamamoto, J. Chem. Soc., Chem. Commun., 1994, 2581 RSC.
  7. R. F. Heck, J. Am. Chem. Soc., 1968, 90, 5518 CrossRef CAS.
  8. J. K. Stille, Angew. Chem., Int. Ed. Engl., 1986, 25, 508 CrossRef.
  9. W. Keim, J. Organomet. Chem., 1969, 19, 161 CrossRef CAS.
  10. L. S. Hegedus, P. M. Kendall, S. M. Lo and J. R. Sheats, J. Am. Chem. Soc., 1975, 97, 5448 CrossRef CAS.
  11. G. A. Slough, J. R. Ashbaugh and L. A. Zannoni, Organometallics, 1994, 13, 3587 CrossRef CAS.
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