Total synthesis of (R)- and (S)-semi-vioxanthin

European Journal of Organic Chemistry

Volumn , Issue 1, 2001, Pages 211-215

  Drochner, Daniel ^a   Müller, Michael ^a  

^a FORSCHUNGSZENTRUM JÜLICH   (Germany)

Author keywords

Antibiotics; Biaryls; Enzyme catalysis; Lactones; Michael additions; Total synthesis

Indexed keywords

ANTHRAQUINONE DERIVATIVE; UNCLASSIFIED DRUG; VIOXANTHIN;

ARTICLE; CHIRALITY; LACTOBACILLUS BREVIS; NONHUMAN; PENICILLIUM; POLYMERIZATION; STEREOCHEMISTRY; SYNTHESIS;

EID: 0035132421     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0690(200101)2001:1<211::aid-ejoc211>3.3.co;2-i     Document Type: Article

References (26)

1. R. Pummerer, H. Puttfarcken, P. Schopflocher, Chem. Ber. 1925, 58, 1808-1810.
2. D. H. R. Barton, T. Cohen, Festschrift Prof. A. Stoll zum siebzigsten Geburtstag, Birkhäuser, Basel, 1957.
3. J. Iqbal, B. Bhati, N. K. Nayyar, Chem. Rev. 1994, 94, 519-564.
4. K. Freudenberg, Science 1965, 148, 595-600.
5. [5a] L. B. Davin, H.-B. Nang, A. L. Crowell, D. L. Bedgar, D. M. Martin, S. Sarkanen, N. G. Lewis, Science 1997, 275, 362-366.
6. [5b] D. R. Gang, M. A. Costa, M. Fujita, A. T. Dinkova-Kostova, H.-B. Wang, V. Burlat, W. Martin, S. Sarkanen, L. B. Davin, N. G. Lewis, Chem. Biol. 1999, 6, 143-151.
7. [6a] M. Müller, Ph. D. thesis, Ludwig-Maximilians-Universität München 1995.
8. [6b] M. Gill, Nat. Prod. Rep. 1999, 16, 301-317.
9. [7a] C. Elsworth, M. Gill, A. Gimenez, N. M. Milanovic, E. Raudies, J. Chem. Soc., Perkin Trans. 1 1999, 119-126.
10. [7b] cf. ref. [6b].
11. A. Zeeck, P. Ruß, H. Laatsch, W. Loeffler, H. Wehrle, H. Zähner, H. Holst, Chem. Ber. 1979, 112, 957-978.
12. M. Yamaguchi, T. Okuma, S. Nakamura, T. Minami, J. Chem. Soc., Perkin Trans. 1 1990, 183-185.
13. [10a] V. H. Deshpande, R. A. Khan, B. Rai, N. R. Ayyangar, Synth. Commun. 1993, 23, 2337-2345.
14. [10b] K. D. Stroech, Ph. D. thesis, Universität Bonn 1985.
15. [10c] C. A. Broka, Tetrahedron Lett. 1991, 32, 859-862.
16. [11a] J. H. Dodd, S. M. Weinreb, Tetrahedron Lett. 1979, 20, 3593-3596.
17. [11b] J. H. Dodd, R. S. Garigipati, S. M. Weinreb, J. Org. Chem. 1982, 47, 4045-4049.
18. [11c] G. E. Evans, F. J. Leeper, J. A. Murphy, J. Staunton, J. Chem. Soc., Chem. Commun. 1979, 205-206.
19. J. Chiarello, M. M. Joullié, Tetrahedron 1988, 44, 41-48.
20. T. Sala, M. V. Sargent, J. Chem. Soc., Perkin Trans. 1 1981, 855-869.
21. M. Wolberg, W. Hummel, C. Wandrey, M. Müller, Angew. Chem. in press.
22. F. Yuste, F. K. Breña, H. Barrlos, R. Sánchez-Obregón, B. Ortiz, F. Walls, Synth. Commun. 1988, 18, 735-739.
23. H. Tabuchi, T. Hamamoto, S. Miki, T. Tejima, A. Ichihara, J. Org. Chem. 1994, 59, 4749-4759.
24. P.-F. Deschenaux, T. Kallimopoulos, H. Stoeckli-Evans, A. Jacot-Guillarmod, Helv. Chim. Acta 1989, 72, 731-737.
25. M. Müller, K. Lamottke, E. Löw, E. Magor-Veenstra, W. Steglich, J. Chem. Soc., Perkin Trans. 1 2000, 2483-2489.
26. D. L. Boger, M. Zhang, J. Org. Chem. 1992, 57, 3974-3977.