Alternative convergent and accelerated double-stage convergent approaches towards functionalized dendritic polyethers

Tetrahedron

Volumn 55, Issue 32, 1999, Pages 9829-9846

  Forier, B ^a   Dehaen, W ^a  

^a Department of Chemistry ^*  (Belgium)

Author keywords

Dendrimers; Ethers; Mitsunobu reactions

Indexed keywords

DENDRIMER; FUNCTIONAL GROUP; MESYLIC ACID; POLYETHER DERIVATIVE;

ARTICLE; CHEMICAL REACTION; PRIORITY JOURNAL; SYNTHESIS;

EID: 0033529613     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(99)00566-9     Document Type: Article

References (23)

1. C. Hawker and J.M.J. Fréchet, J. Chem. Soc., Chem. Commun., 1990, 1010; C.J. Hawker and J.M.J. Fréchet, J. Am. Chem. Soc., 1990, 112, 7638.
2. C. Hawker and J.M.J. Fréchet, J. Chem. Soc., Chem. Commun., 1990, 1010; C.J. Hawker and J.M.J. Fréchet, J. Am. Chem. Soc., 1990, 112, 7638.
3. See for instance : K.L. Wooley, C.J. Hawker and J.M.J. Fréchet, J. Chem. Soc., Perkin Trans. 1, 1991, 1059; C.J. Hawker, K.L. Wooley and J.M.J. Fréchet, ibid., 1993, 1287; K.L. Wooley, C.J. Hawker, J.M.J. Fréchet, F. Wudl, G. Srdanov, S. Shi, C. Li and M. Kao, J. Am. Chem. Soc., 1993, 115, 9836; K.L. Wooley, C.J. Hawker and J.M.J. Fréchet, ibid., 1993, 115, 11496; C.J. Hawker, K.L. Wooley and J.M.J. Fréchet, J. Chem. Soc., Chem. Commun., 1994, 925.
4. See for instance : K.L. Wooley, C.J. Hawker and J.M.J. Fréchet, J. Chem. Soc., Perkin Trans. 1, 1991, 1059; C.J. Hawker, K.L. Wooley and J.M.J. Fréchet, ibid., 1993, 1287; K.L. Wooley, C.J. Hawker, J.M.J. Fréchet, F. Wudl, G. Srdanov, S. Shi, C. Li and M. Kao, J. Am. Chem. Soc., 1993, 115, 9836; K.L. Wooley, C.J. Hawker and J.M.J. Fréchet, ibid., 1993, 115, 11496; C.J. Hawker, K.L. Wooley and J.M.J. Fréchet, J. Chem. Soc., Chem. Commun., 1994, 925.
5. See for instance : K.L. Wooley, C.J. Hawker and J.M.J. Fréchet, J. Chem. Soc., Perkin Trans. 1, 1991, 1059; C.J. Hawker, K.L. Wooley and J.M.J. Fréchet, ibid., 1993, 1287; K.L. Wooley, C.J. Hawker, J.M.J. Fréchet, F. Wudl, G. Srdanov, S. Shi, C. Li and M. Kao, J. Am. Chem. Soc., 1993, 115, 9836; K.L. Wooley, C.J. Hawker and J.M.J. Fréchet, ibid., 1993, 115, 11496; C.J. Hawker, K.L. Wooley and J.M.J. Fréchet, J. Chem. Soc., Chem. Commun., 1994, 925.
6. See for instance : K.L. Wooley, C.J. Hawker and J.M.J. Fréchet, J. Chem. Soc., Perkin Trans. 1, 1991, 1059; C.J. Hawker, K.L. Wooley and J.M.J. Fréchet, ibid., 1993, 1287; K.L. Wooley, C.J. Hawker, J.M.J. Fréchet, F. Wudl, G. Srdanov, S. Shi, C. Li and M. Kao, J. Am. Chem. Soc., 1993, 115, 9836; K.L. Wooley, C.J. Hawker and J.M.J. Fréchet, ibid., 1993, 115, 11496; C.J. Hawker, K.L. Wooley and J.M.J. Fréchet, J. Chem. Soc., Chem. Commun., 1994, 925.
7. See for instance : K.L. Wooley, C.J. Hawker and J.M.J. Fréchet, J. Chem. Soc., Perkin Trans. 1, 1991, 1059; C.J. Hawker, K.L. Wooley and J.M.J. Fréchet, ibid., 1993, 1287; K.L. Wooley, C.J. Hawker, J.M.J. Fréchet, F. Wudl, G. Srdanov, S. Shi, C. Li and M. Kao, J. Am. Chem. Soc., 1993, 115, 9836; K.L. Wooley, C.J. Hawker and J.M.J. Fréchet, ibid., 1993, 115, 11496; C.J. Hawker, K.L. Wooley and J.M.J. Fréchet, J. Chem. Soc., Chem. Commun., 1994, 925.
8. See for instance : D. Seebach, J.M. Lapierre, K. Skobridis and G. Greiveldinger, Angew. Chem. Int. Ed. Engl., 1994, 33, 440; D. Seebach, J.M. Lapierre, G. Greiveldinger and K. Skobridis, Helv. Chim. Acta, 1994, 77, 1673; G. L'abbé, B. Haelterman and W. Dehaen, J. Chem. Soc., Perkin Trans. 1, 1994, 2203; G. Ferguson, J.F. Gallagher, M.A. McKervey and E. Madigan, ibid., 1996, 599; C. Bolm, N. Derrien and A. Seger, Synlett, 1996, 387; R. Sadamoto, N. Tomioka and T. Aida, J. Am. Chem. Soc., 1996, 118, 3978; G.M. Stewart and M.A. Fox, ibid., 1996, 118, 4354.
9. See for instance : D. Seebach, J.M. Lapierre, K. Skobridis and G. Greiveldinger, Angew. Chem. Int. Ed. Engl., 1994, 33, 440; D. Seebach, J.M. Lapierre, G. Greiveldinger and K. Skobridis, Helv. Chim. Acta, 1994, 77, 1673; G. L'abbé, B. Haelterman and W. Dehaen, J. Chem. Soc., Perkin Trans. 1, 1994, 2203; G. Ferguson, J.F. Gallagher, M.A. McKervey and E. Madigan, ibid., 1996, 599; C. Bolm, N. Derrien and A. Seger, Synlett, 1996, 387; R. Sadamoto, N. Tomioka and T. Aida, J. Am. Chem. Soc., 1996, 118, 3978; G.M. Stewart and M.A. Fox, ibid., 1996, 118, 4354.
10. See for instance : D. Seebach, J.M. Lapierre, K. Skobridis and G. Greiveldinger, Angew. Chem. Int. Ed. Engl., 1994, 33, 440; D. Seebach, J.M. Lapierre, G. Greiveldinger and K. Skobridis, Helv. Chim. Acta, 1994, 77, 1673; G. L'abbé, B. Haelterman and W. Dehaen, J. Chem. Soc., Perkin Trans. 1, 1994, 2203; G. Ferguson, J.F. Gallagher, M.A. McKervey and E. Madigan, ibid., 1996, 599; C. Bolm, N. Derrien and A. Seger, Synlett, 1996, 387; R. Sadamoto, N. Tomioka and T. Aida, J. Am. Chem. Soc., 1996, 118, 3978; G.M. Stewart and M.A. Fox, ibid., 1996, 118, 4354.
11. See for instance : D. Seebach, J.M. Lapierre, K. Skobridis and G. Greiveldinger, Angew. Chem. Int. Ed. Engl., 1994, 33, 440; D. Seebach, J.M. Lapierre, G. Greiveldinger and K. Skobridis, Helv. Chim. Acta, 1994, 77, 1673; G. L'abbé, B. Haelterman and W. Dehaen, J. Chem. Soc., Perkin Trans. 1, 1994, 2203; G. Ferguson, J.F. Gallagher, M.A. McKervey and E. Madigan, ibid., 1996, 599; C. Bolm, N. Derrien and A. Seger, Synlett, 1996, 387; R. Sadamoto, N. Tomioka and T. Aida, J. Am. Chem. Soc., 1996, 118, 3978; G.M. Stewart and M.A. Fox, ibid., 1996, 118, 4354.
12. See for instance : D. Seebach, J.M. Lapierre, K. Skobridis and G. Greiveldinger, Angew. Chem. Int. Ed. Engl., 1994, 33, 440; D. Seebach, J.M. Lapierre, G. Greiveldinger and K. Skobridis, Helv. Chim. Acta, 1994, 77, 1673; G. L'abbé, B. Haelterman and W. Dehaen, J. Chem. Soc., Perkin Trans. 1, 1994, 2203; G. Ferguson, J.F. Gallagher, M.A. McKervey and E. Madigan, ibid., 1996, 599; C. Bolm, N. Derrien and A. Seger, Synlett, 1996, 387; R. Sadamoto, N. Tomioka and T. Aida, J. Am. Chem. Soc., 1996, 118, 3978; G.M. Stewart and M.A. Fox, ibid., 1996, 118, 4354.
13. See for instance : D. Seebach, J.M. Lapierre, K. Skobridis and G. Greiveldinger, Angew. Chem. Int. Ed. Engl., 1994, 33, 440; D. Seebach, J.M. Lapierre, G. Greiveldinger and K. Skobridis, Helv. Chim. Acta, 1994, 77, 1673; G. L'abbé, B. Haelterman and W. Dehaen, J. Chem. Soc., Perkin Trans. 1, 1994, 2203; G. Ferguson, J.F. Gallagher, M.A. McKervey and E. Madigan, ibid., 1996, 599; C. Bolm, N. Derrien and A. Seger, Synlett, 1996, 387; R. Sadamoto, N. Tomioka and T. Aida, J. Am. Chem. Soc., 1996, 118, 3978; G.M. Stewart and M.A. Fox, ibid., 1996, 118, 4354.
14. See for instance : D. Seebach, J.M. Lapierre, K. Skobridis and G. Greiveldinger, Angew. Chem. Int. Ed. Engl., 1994, 33, 440; D. Seebach, J.M. Lapierre, G. Greiveldinger and K. Skobridis, Helv. Chim. Acta, 1994, 77, 1673; G. L'abbé, B. Haelterman and W. Dehaen, J. Chem. Soc., Perkin Trans. 1, 1994, 2203; G. Ferguson, J.F. Gallagher, M.A. McKervey and E. Madigan, ibid., 1996, 599; C. Bolm, N. Derrien and A. Seger, Synlett, 1996, 387; R. Sadamoto, N. Tomioka and T. Aida, J. Am. Chem. Soc., 1996, 118, 3978; G.M. Stewart and M.A. Fox, ibid., 1996, 118, 4354.
15. K.L. Wooley, C.J. Hawker and J.M.J. Fréchet, J. Am.Chem. Soc., 1991, 113, 4252.
16. E. Reimann, Chem. Ber., 1969, 102, 2881.
17. O. Mitsunobu, Synthesis, 1981, 1.
18. Part of this work was reported as a communication; G. L'abbé, B. Forier and W. Dehaen, J.chem.soc. Chem Commun., 1996, 2143.
19. J.W. Leon, M. Kawa, J.M.J. Fréchet, J.Am.Chem.Soc., 1996, 118, 8847.
20. C.J. Hawker, K.L. Wooley and J.M.J. Fréchet, J. Chem. Soc. Perkin Trans. 1, 1993, 1287.
21. J. Zavada, M. Pankova, P. Holy, M. Tichy, Synthesis, 1994, 1132; A.W. van der Made, R.H. van der Made, J. Org.chem., 1993, 58, 1262.
22. J. Zavada, M. Pankova, P. Holy, M. Tichy, Synthesis, 1994, 1132; A.W. van der Made, R.H. van der Made, J. Org. Chem., 1993, 58, 1262.
23. Z. Bo, X. Zhang, X. Yi, M. Yang, J. Shen, Y. Rehn and S. Xi, Polymer Bulletin, 1997, 38, 257.