Free accessResearch articleFirst published online 1999-3
Palladium(II)-catalysed Intramolecular Oxypalladation/Functionalisation of Carbohydrate-derived Cyclic Alkenes. Regioselective Formation of Substituted Di- and Tetra-hydropyrans
A palladium (II)-promoted domino process converts easily prepared pseudoglycals into highly functionalised, chiral di-and tetra-hydropyran structures in high yields.
References
1.
RuffM. D., Polyether Antibiotics: Naturally Occurring Acid Ionophores, ed. WestleyI. W., Marcel Dekker, New York, 1982, vol. I, ch. 6.
2.
HanleyH. G., and SlackJ. D., Polyether Antibiotics: Naturally Occurring Acid Ionophores, ed. WestleyI. W., Marcel Dekker, New York, 1982, vol. I, ch. 8.
3.
BaerH. H., and HarinaZ. S., Can. J. Chem., 1981, 59, 889; C. W. Holzapfel, G. J. Engelbrecht, L. Marais and F. Toerien, Tetrahedron, 1997, 53, 3957.
4.
For analogous anion capture processes, see: BurnsB., GriggR., SanthakumarV., SridharanV., StevensonP., and WorakunT., Tetrahedron, 1992, 48, 7297; R. Grigg, V. Santhakumar and V. Sridharan, Tetrahedron Lett., 1993, 34, 3163.
5.
SemmelhackM. F., KimC., ZhangN., BodurowC., SannerM., DoblerW., and MeierM., Pure Appl. Chem., 1990, 62, 2035; M. F. Semmelhack and C. Bodurow, J. Am. Chem. Soc., 1984, 106, 1496.
