DOI: 10.1039/A807768A
(Paper)
Reference Section for: J. Chem. Res. (S), 1999, 190-191
Palladium(II)-catalysed Intramolecular Oxypalladation/Functionalisation of Carbohydrate-derived Cyclic Alkenes. Regioselective Formation of Substituted Di- and Tetra-hydropyrans
(Note: The full text of this document is currently only available in the PDF Version )
Cedric W. Holzapfel and Lizel Marais
Abstract
A palladium(II)-promoted domino process converts easily prepared pseudoglycals into highly functionalised, chiral di- and tetra-hydropyran structures in high yields.
References
- M. D. Ruff, Polyether Antibiotics: Naturally Occurring Acid Ionophores, ed. I. W. Westley, Marcel Dekker, New York, 1982, vol. I, ch. 6 Search PubMed.
- H. G. Hanley and J. D. Slack, Polyether Antibiotics: Naturally Occurring Acid Ionophores, ed. I. W. Westley, Marcel Dekker, New York, 1982, vol. I, ch. 8 Search PubMed.
- H. H. Baer and Z. S. Harina, Can. J. Chem., 1981, 59, 889 CAS; C. W. Holzapfel, G. J. Engelbrecht, L. Marais and F. Toerien, Tetrahedron, 1997, 53, 3957 CrossRef CAS.
- For analogous anion capture processes, see: B. Burns, R. Grigg, V. Santhakumar, V. Sridharan, P. Stevenson and T. Worakun, Tetrahedron, 1992, 48, 7297 Search PubMed; R. Grigg, V. Santhakumar and V. Sridharan, Tetrahedron Lett., 1993, 34, 3163 CrossRef CAS.
- M. F. Semmelhack, C. Kim, N. Zhang, C. Bodurow, M. Sanner, W. Dobler and M. Meier, Pure Appl. Chem., 1990, 62, 2035 CAS; M. F. Semmelhack and C. Bodurow, J. Am. Chem. Soc., 1984, 106, 1496 CrossRef CAS.