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10 D. J. Gravert and K. D. Janda, Chem. Rev., 1997, 97, 489.
analogs of the above ligands in an attempt to produce highly 11 P. Wentworth, Jr. and K. D. Janda, Chem. Commun., 1999, 1917.
practical reusable soluble polymer-supported Sharpless epox- 12 L. Canali, J. K. Karjalainen, D. C. Sherrington and O. Hormi, Chem.
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idation catalysts.
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14 Characterization data for 3a, 3b and 5: 3a, dH(DMSO-d6) 5.52 (d, 2H),
4.40 (d, 2H), 4.19 (m, 4H), 3.32 3.64 (m, polyethylene glycol peaks),
Notes and references
3.24 (s, 6H). IR (film, cm21) 3450, 1750, 1250, 1110. 3b, dH(DMSO-d6)
1 R. B. Merrifield, J. Am. Chem. Soc., 1963, 85, 2149. 4.41 (d, 2H), 4.19 (m, 4H), 3.32 3.64 (m, polyethylene glycol peaks),
2 P. Hodge, in Synthesis and Separations Using Functional Polymers, ed. 3.24 (s, 6H). IR (KBr, cm21) 3400, 1745, 1245, 1110. 5, dH(DMSO-d6)
D. C. Sherrington and P. Hodge, Wiley, New York, 1988, p. 43. 4.41 (s, 1H), 4.32 (d, 1H), 4.19 (m, 4H), 3.26 3.64 (m, polyethylene
3 D. E. Bergbreiter, J. R. Blanton, R. Chandran, M. D. Hein, K. J. Huang, glycol peaks), 3.24 (s, 6H). IR (KBr, cm21) 3400, 1740, 1280, 1110.
D. R. Treadwell and S. A. Walker, J. Polym. Sci., Polym. Chem. Ed., 15 Y. Gao, R. M. Hanson, J. M. Klunder, S. Y. Ko, H. Masamune and K. B.
1989, 27, 4205. Sharpless, J. Am. Chem. Soc., 1987, 109, 5765.
4 C. U. Pittman, Comprehensive Organometallic Chemistry, ed. G. 16 J. K. Karjalainen, O. E. O. Hormi and D. C. Sherrington, Tetrahedron:
Wilkinson, Pergamon Press, Oxford, 1982. Asymmetry, 1998, 9, 1563.
CHEM. COMMUN., 2002, 118 119 119
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