Dendritically cross-linking chiral ligands: High stability of a polystyrene-bound Ti-TADDOLate catalyst with diffusion control

Angewandte Chemie - International Edition

Volumn 38, Issue 13-14, 1999, Pages 1918-1920

  Sellner, Holger ^a   Seebach, Dieter ^a  

^a ETH ZURICH   (Switzerland)

Author keywords

Assymmetric catalysis; Dendrimers; Immobilizations; Polymers; Titanium

Indexed keywords

DENDRIMER; TITANIUM DERIVATIVE;

ARTICLE; CATALYSIS; CROSS LINKING; DIFFUSION; IMMOBILIZATION; POLYMERIZATION; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0033549504     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(sici)1521-3773(19990712)38:13/14<1918::aid-anie1918>3.0.co;2-3     Document Type: Article

References (19)

1. Early review article: A. Patschornik in Modern Synthetic Methods, Vol. 1 (Ed.: R. Scheffold), Sauerländer, Aarau, 1976, pp. 113-168.
2. S. R. Wilson, A. W. Czarnik, Combinatorial Chemistry, Synthesis and Application, Wiley, New York, 1997.
3. a) S. Itsuno, Y. Sakurai, K. Ito, T. Maruyama, S. Nakahama, J. M. J. Fréchet, J. Org. Chem. 1990, 55, 304-310;
4. b) K. Kamahori, S. Tada, K. Ito, S. Itsuno, Tetrahedron: Asymmetry 1995, 6, 2547-2555;
5. c) S. Itsuno, K. Kamahori, K. Watanabe, K. Ito, Macromol. Symp. 1996, 105, 155-159;
6. d) A. Petri, D. Pini, S. Rapaccini, P. Salvadori, Chirality 1995, 7, 580-585;
7. e) F. Minutolo, D. Pini, P. Salvadori, Tetrahedron Lett. 1996, 37, 3375-3378;
8. f) A. Mandoli, D. Pini, S. Orlandi, F. Mazzini, P. Salvadori, Tetrahedron: Asymmetry 1998, 9, 1479-1482;
9. g) K. Nozaki, Y. Itoi, F. Shibahara, E. Shirakawa, T. Ohta, H. Takaya, T. Hiyama, J. Am. Chem. Soc. 1998, 120, 4051-4052.
10. R. Dahinden, A. K. Beck, D. Seebach in Encyclopedia of Reagents for Organic Synthesis, Vol. 3 (Ed.: L. Paquette), Wiley, Chichester, 1995, pp. 2167-2170, and references therein.
11. a) D. Seebach, R. Marti, T. Hintermann, Helv. Chim. Acta 1996, 79, 1710-1740;
12. b) P. J. Comina, A. K. Beck, D. Seebach, Org. Proc. Res. Dev. 1998, 2, 18-26;
13. c) B. Altava, M. I. Burguete, B. Escuder, S. V. Luis, R. V. Salvador, J. M. Fraile, J. A. Mayoral, A. J. Royo, J. Org. Chem. 1997, 62, 3126-3134:
14. d) J. Irurre, A. Fernandez-Serrat, F. Rosanas, Chirality 1997, 9, 191-197;
15. e) J. Irurre, A. Fernandez-Serrat, M. Altayo, Enantiomer 1998, 3(2), 103-120.
16. P. B. Rheiner, H. Sellner, D. Seebach, Helv. Chim. Acta 1997, 80, 2027-2032.
17. [6] For the copolymerization, see references [5a, b, 6].
18. [5a, b]
19. 4 concentration. Also, the 0.5-mmol scale of these kinetic measurements gives rise to difficulties in correct addition of substrates and sampling.