Synthesis of 1,1'-bis(phosphetano)ferrocenes, a new class of chiral ligands for asymmetric catalysis

Synlett

Volumn , Issue 12, 1999, Pages 1975-1977

  Marinetti, Angela ^a   Labrue, Francis ^a   Genêt, Jean Pierre ^a  

^a CNRS   (France)

Author keywords

Chiral phosphetanes; Ferrocene; Hydrogenation; Rhodium

Indexed keywords

FERROCENE DERIVATIVE; LIGAND;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; CHIRALITY; HYDROGENATION; STEREOCHEMISTRY; SYNTHESIS;

EID: 0032740001     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-2968     Document Type: Article

References (21)

1. For recent reviews see: Ferrocenes. Togni, A. and Hayashi, T. Eds, VCH, Weinheim 1995. Richards, C.J.; Locke, A.J. Tetrahedron: Asymmetry 1998, 9, 2377.
2. For recent reviews see: Ferrocenes. Togni, A. and Hayashi, T. Eds, VCH, Weinheim 1995. Richards, C.J.; Locke, A.J. Tetrahedron: Asymmetry 1998, 9, 2377.
3. Selected examples: (a) Hayashi, T.; Yamamoto, A.; Hojo, M.; Kishi, K.; Ito, Y., Nishioka, E.; Miura, H.; Yanagi, K. J. Organomet. Chem. 1989, 370, 129.
4. (b) Zhang, W.; Hirao, T.; Tkeda, I. Tetrahedron Lett. 1996, 37, 4545.
5. (c) Kang, J.; Lee, J.H.; Ahn, S.H.; Choi, J.S. Tetrahedron Lett. 1998, 39, 5523.
6. (d) Schwink, L.; Knochel, P. Chem. Eur. J. 1998, 4, 950.;
7. (e) Perea, J.J.A.; Lotz, M.; Knochel, P. Tetrahedron: Asymmetry 1999, 10, 375.
8. (f) Reetz, M.T.; Beuttenmüller, E.W.; Goddard, R.; Pasto, M. Tetrahedron Lett. 1999, 40, 4977.
9. Selected examples : Maienza, F.; Wörle, M.; Steffanut, P.; Mezzetti, A.; Spindler, F. Organometallics 1999, 18, 1041. Nettekoven, U.; Kamer, P.C.J.; van Leeuwen, P.W.N.M.; Widhalm, M.; Spek, A.L.; Lutz, M. J. Org. Chem. 1999, 64, 3996. Brunner, H.; Janura, M. Synthesis 1998, 45.
10. Selected examples : Maienza, F.; Wörle, M.; Steffanut, P.; Mezzetti, A.; Spindler, F. Organometallics 1999, 18, 1041. Nettekoven, U.; Kamer, P.C.J.; van Leeuwen, P.W.N.M.; Widhalm, M.; Spek, A.L.; Lutz, M. J. Org. Chem. 1999, 64, 3996. Brunner, H.; Janura, M. Synthesis 1998, 45.
11. Selected examples : Maienza, F.; Wörle, M.; Steffanut, P.; Mezzetti, A.; Spindler, F. Organometallics 1999, 18, 1041. Nettekoven, U.; Kamer, P.C.J.; van Leeuwen, P.W.N.M.; Widhalm, M.; Spek, A.L.; Lutz, M. J. Org. Chem. 1999, 64, 3996. Brunner, H.; Janura, M. Synthesis 1998, 45.
12. (a) Marinetti, A. Kruger, V.; Buzin, F.-X. Tetrahedron Lett. 1997, 38, 2947.
13. (b) Marinetti, A.; Kruger, V.; Buzin, F.-X. Coord. Chem. Rev. 1998, 178, 755.
14. (c) Marinetti, A.; Genêt, J.-P.; Jus, S.; Blanc, D.; Ratovelomanana-Vidal, V. Chem. Eur. J. 1999, 5, 1160.
15. (d) Marinetti, A.; Jus, S.; Genêt, J.-P.; Ricard, L. Tetrahedron, in press.
16. Burk, M.J.; Gross, M.F. Tetrahedron Lett. 1994, 35, 9363.
17. (R,R)-2,4-pentanediol and (R,R)-2,6-dimethyl-3,5-heptanediol were conveniently prepared by ruthenium-BINAP catalysed hydrogenations (see ref. 4c and references therein).
18. 2), 4.62 (CH), 4.63 (CH) ppm.
19. 2Fe: C, 63.92; H, 9.58. Found: C, 62.96; H, 9.62.
20. 6): δ 13 ppm.
21. th IUPAC Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS 10), Versailles (France), 18-22 July 1999. Synlett 1999, No. 12, 1978-1980