Consecutive catalytic hydroformylation-acetalization of glucal derivatives with rhodium–phosphite and pyridinium toluene-p-sulfonate as catalysts: the influence of protecting groups.

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Elena Fernández, Aurora Ruiz, Carmen Claver, Sergio Castillón and Alfonso Polo


Abstract

Consecutive catalytic hydroformylation-acetalization of unsaturated carbohydrates (glucals) to give the dimethyl acetal of 2-C-formyl-D-alditol derivatives using the catalytic system [Rh(µ-OMe)(cod)]2/P(O-o-ButC6H4)3/PPTS is strongly dependent on the protecting groups on the carbohydrate.


References

  1. L. F. Tietze and U. Beifuss, Angew. Chem., Int. Ed. Engl., 1993, 32, 131 CrossRef.
  2. L. F. Tietze, Chem Rev., 1996, 96, 115 CrossRef CAS.
  3. R. B. Bunce, Tetrahedron, 1995, 51, 13 103 CrossRef CAS; P. J. Parsons, C. S. Penkett and A. J. Shell, Chem. Rev., 1996, 96, 195 CrossRef CAS.
  4. E. Fernández and S. Castillón, Tetrahedron Lett., 1994, 35, 2361 CrossRef CAS.
  5. A. Polo, E. Fernández, A. Ruiz, C. Claver and S. Castillón, J. Chem. Soc., Chem. Commun., 1992, 639 RSC.
  6. E. Fernández, A. Ruiz, C. Claver, S. Castillón, A. Polo, J. Piniella and A. Alvarez-Larena, Organometallics, 1998, 17, 2857 CrossRef CAS.
  7. P. W. N. M. van Leeuwen and C. F. Robeck, J. Organomet. Chem., 1983, 258, 343 CrossRef CAS.
  8. B. Fraser-Reid, Z. Wu, U. E. Udodong and H. Ottosson, J. Org. Chem., 1990, 55, 6068 CrossRef CAS.
  9. R. W. Friesen and S. J. Danishefsky, J. Am. Chem. Soc., 1989, 111, 6656 CrossRef CAS.
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