Instant ligand libraries of monodentate phosphoramidites. Asymmetric hydrogenation made easy

Chimica Oggi

Volumn 22, Issue 5, 2004, Pages

  Van Den Berg, Michel ^a   Peña, Diego ^a   Minnaard, Adriaan J ^a   Feringa, Ben L ^a   Lefort, Laurent ^b   Boogers, Jeroen A F ^b   De Vries, André H M ^b   De Vries, Johannes G ^a,b  

^a UNIVERSITY OF GRONINGEN   (Netherlands)

^b DSM Pharmaceutical Products   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID DERIVATIVE; AMPHETAMINE; ESTER DERIVATIVE; LIGAND; MONODENTATE PHOSPHORAMIDE; PHOSPHORUS DERIVATIVE; UNCLASSIFIED DRUG;

CATALYSIS; CHEMICAL ENGINEERING; DRUG INDUSTRY; HYDROGENATION; MARKET; REVIEW; TECHNOLOGY;

EID: 3242741251     PISSN: 0392839X     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (24)

1. J.G. de Vries in Encyclopedia of Catalysis, Istvan T. Horvath, ed., John Wiley & Sons, New York, 2003, Vol 3, 295-347.
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3. (a) Gennari, C. ; Piarulli, U. Chem. Rev. 2003, 103, 3071.
4. (b) de Vries, J. G.; de Vries, A. H. M. Eur. J. Org. Chem. 2003, 799.
5. (c) Archibald, B.; Brümmer, O.; Devenney, M.; Gorer, S.; Jandeleit, B.; Uno, T.; Weinberg, W. H.; Weskamp. T. in Handbook of Combinatorial Chemistry, Nicolaou, K. C.; Hanko, R.; Hartwig, W., Eds.; Wiley-VCH, Weinheim 2002, Vol 2, p885.
6. (d) Hoveyda, A. in Handbook of Combinatorial Chemistry, Nicolaou, K. C.; Hanko, R.; Hartwig, W., Eds.; Wiley-VCH, Weinheim 2002, Vol 2, p991.
7. R. Hulst, N. K. de Vries and B. L. Feringa, Tetrahedron: Asymmetry, 1994, 5, 699.
8. a) M. van den Berg, A. J. Minnaard, E. P. Schudde, J. van Esch, A. H. M. de Vries, J. G. de Vries, B. L. Feringa, J. Am. Chem. Soc. 2000, 122, 11539;
9. b) M. van den Berg, A. J. Minnaard, J. G. de Vries, B. L. Feringa (DSM N.V.), World Patent WO 02/04466, 2002.
10. c) C. E. Willans, J. M.C.A. Mulders, J. G. de Vries, A. H.M. de Vries J. Organomet. Chem., 2003, 687, 494.
11. M. van den Berg, R.M. Haak, A.J. Minnaard, A.H.M. de Vries, J.G. de Vries and B.L. Feringa, Adv. Synth. Catal., 2002, 344, 1003.
12. Jia, X. ; Li, X.; Xu, L. ; Shi, Q. ; Yao, X. ; Chan, A. S. C. J. Org. Chem. 2003, 68, 4539.
13. Bernsmann, H.; van den Berg, M.; Hoen, R.; Minnaard, A. J.; de Vries, J. G.; Feringa, B. L.; Reetz, M.T. to be submitted to J.Org.Chem.
14. A.J. Minnaard, R.M. Haak, M. Leeman, E.P. Schudde, A. Meetsma, B.L. Feringa, A.H.M. de Vries, C.E.P. Maljaars, C.E. Willans, D.J. Hyett, J.A.F. Boogers, H.J.W. Henderickx, J.G. de Vries, Adv. Synth. Catal. 2003, 345, 308.
15. J.A.F. Boogers, H. Bernsmann, A.J. Minnaard, B.L. Feringa, A.H.M. de Vries and J.G. de Vries, Manuscript in preparation
16. J. You, H.-J. Drexler, S. Zhang, C. Fischer and D. Heller, Angew. Chem. Int. Ed., 2003, 42, 913.
17. W.D. Lubell, M. Kitamura and R. Noyori, Tetrahedron: Asymmetry, 1991, 2, 543.
18. D. Peña, A.J. Minnaard, J.G. de Vries and B.L. Feringa, J. Am. Chem. Soc., 2002, 124, 14552.
19. D. Peña, A.J. Minnaard, A.H.M. de Vries, J.G. de Vries and B.L. Feringa, Org. Lett., 2003, 5, 475.
20. D. Peña , A.J. Minnaard , J.A.F. Boogers , A.H.M. de Vries, J.G. de Vries and B.L. Feringa Org. Biomol. Chem., 2003, 1, 1087.
21. For an example of combinatorial use of monodentate phosphite ligands see: M. T. Reetz, T. Sell, A. Meiswinkel and G. Mehler, Angew. Chem., Int. Ed., 2003, 42, 790.
22. L. Lefort, J.A.F. Boogers, A.H.M. de Vries and J.G. de Vries, Org. Lett. 2004, accepted for publication.
23. This reactor was developed by Premex in cooperation with DSM. See: www.premex-reactorag.ch/e/spezialloesungen/produkteneuheiten/
24. These ligands can be obtained via STREM either single or as part of the DSM MonoPhos Ligand Kit.