Domino hydroformylation-Wittig olefination-hydrogenation

Tetrahedron

Volumn 61, Issue 26, 2005, Pages 6171-6179

  Breit, Bernhard ^a   Zahn, Stephan K ^b,c  

^a UNIVERSITY OF FREIBURG   (Germany)

^b UNIVERSITY OF HEIDELBERG   (Germany)

^c BOEHRINGER INGELHEIM RCV GMBH AND CO KG   (Austria)

Author keywords

Catalyst directing group; Hydroformylation; Tandem catalysis; Wittig olefination

Indexed keywords

2 DIPHENYLPHOSPHANYLBENZOATE; ALKENE DERIVATIVE; BENZOIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CATALYST; DIASTEREOISOMER; HORNER REACTION; HYDROFORMYLATION; HYDROGENATION; OXIDATION REDUCTION REACTION; PRIORITY JOURNAL; STEREOCHEMISTRY;

EID: 20444494380     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2005.03.112     Document Type: Article

References (32)

1. A. Maercker Org. React. 14 1965 270 490
2. M. Schlosser Top. Stereochem. 5 1970 1 30
3. W.S. Wadsworth Jr. Org. React. 25 1977 73 253
4. B.E. Maryanoff, and A.B. Reitz Chem. Rev. 89 1989 863 927
5. H.J. Bestmann, and O. Vostrowsky Top. Curr. Chem. 109 1983 85 163
6. K.C. Nicolaou, M.W. Härter, J.L. Gunzer, and A. Nadin Liebigs Ann. Recl. 1997 1283 1301
7. J.B. Hendrickson J. Am. Chem. Soc. 97 1975 5784 5800
8. J.B. Hendrickson J. Am. Chem. Soc. 99 1977 5439 5450
9. J.B. Hendrickson Angew. Chem., Int. Ed. Engl. 29 1990 1286 1295
10. B.M. Trost Angew. Chem., Int. Ed. Engl. 34 1995 259
11. B.M. Trost Science 254 1991 1471 1477
12. E.J. Corey, and X.-M. Cheng The Logic of Chemical Synthesis 1989 Wiley New York 47 57 Chapter 4
13. L.F. Tietze Chem. Rev. 96 1996 115 136
14. L.F. Tietze, and U. Beifuss Angew. Chem., Int. Ed. Engl. 32 1993 131 163
15. T.L. Ho Tandem Organic Reactions 1992 Wiley New York
16. H.M.R. Hoffmann Angew. Chem., Int. Ed. Engl. 31 1992 1332 1334
17. B. Breit, and S.K. Zahn Angew. Chem., Int. Ed. 38 1999 969 971
18. For the use of the Wittig olefination in other domino processes see e.g. S.A. Raw, M. Reid, E. Roman, and R.J.K. Taylor Synlett 2004 819
19. B. Breit Acc. Chem. Res. 36 2003 264 275
20. B. Breit, M. Dauber, and K. Harms Chem. Eur. J. 5 1999 2819 2827
21. B. Breit Liebigs Ann. 1997 1841 1851
22. B. Breit Angew. Chem., Int. Ed. Engl. 35 1996 2835 2837
23. B. Breit, G. Heckmann, and S.K. Zahn Chem. Eur. J. 9 2003 425 434
24. Billig, E.; Abatjoglou, A. G.; Bryant, D. R. (UCC) U.S. Patent 4, 769, 498, 1988; Chem. Abstr. 1989, 111, 117-287
25. G.D. Cuny, and S.L. Buchwald J. Am. Chem. Soc. 115 1993 2066 2068
26. B. Breit Eur. J. Org. Chem. 1998 1123 1134
27. B. Breit Chem. Commun. 1997 591 592
28. B. Breit, and S.K. Zahn J. Org. Chem. 66 2001 4870 4877
29. B. Breit, and S.K. Zahn Tetrahedron Lett. 39 1998 1901 1904
30. G. Höfle, W. Steglich, and H. Vorbrüggen Angew. Chem., Int. Ed. Engl. 17 1978 602 615
31. Angew. Chem., Int. Ed. Engl. 17 1978 569 583
32. W. Wykypiel, J.-J. Lohmann, and D. Seebach Helv. Chim. Acta 64 1981 1337 1346