Syntheses of Chlorinated Bisbibenzyls from Bryophytes

Andreas Speicher; Jürgen Kolz; Rufino Paulino Sambanje

doi:10.1055/s-2002-35629

PAPER

Syntheses of Chlorinated Bisbibenzyls from Bryophytes

Andreas Speicher*, Jürgen Kolz, Rufino Paulino Sambanje
Institut für Organische Chemie, Universität des Saarlandes, PO Box 151150, 66041 Saarbrücken, Germany
Fax: +49(681)3022029; e-Mail: anspeich@mx.uni-saarland.de ;

Abstract

All articles of this category

Abstract

Chlorinated bisbibenzyls of the isoplagiochin type detected in different bryophyte species were synthesized by an efficient and flexible unit construction system making extensive use of Suzuki and Wittig protocols.

Key words

natural products - total synthesis - cross-coupling - cyclizations - Wittig reactions

Full Text

References

1 Naumann K. Chem. Unserer Zeit. 1993, 27: 33

2 Faulkner DJ. Nat. Prod. Rep. 1992, 9: 323

3 van Pée K.-H. Annu. Rev. Microbiol. 1996, 50: 375

4 Turner WB. Aldridge DC. Fungal Metabolites II Academic Press; New York: 1983.

5 Neidleman SL. Geigert J. Biohalogenation: Principles Basic Roles and Applications Ellis Horwood; Chichester: 1986.

6 Sakai K. Ichikawa T. Yamada K. Yamashita M. Tanimoto M. Hikita A. Ijuin Y. Kondo K. J. Nat. Prod. 1988, 51: 845

7 Hashimoto T. Tori M. Asakawa Y. Phytochemistry 1989, 28: 3377

8 Anton H. Kraut L. Mues R. Morales MI. Phytochemistry 1997, 46: 1069

9a Martini U. Zapp J. Becker H. Phytochemistry 1998, 47: 89

9b Schmidt A. Dissertation Thesis Universität des Saarlandes; Germany: 1996.

10 Hashimoto T. Kanayama S. Kann Y. Tori M. Asakawa Y. Chem. Lett. 1996, 741

11 Geserü GM. Nogradi M. Nat. Prod. Rep. 1995, 12: 69

12 Hashimoto T. Irita H. Takaoka S. Tanaka M. Asakawa Y. Tetrahedron 2000, 56: 3153

13 Speicher A. Hollemeyer K. Heinzle E. Rapid Commun. Mass Spectrom. 2001, 15: 124

14 Speicher A. Hollemeyer K. Heinzle E. Phytochemistry 2001, 57: 303

15 Schultz TP. Cheng Q. Boldin WD. Hubbard TF. Jin JL. Fischer TH. Nicholas DD. Phytochemistry 1991, 30: 2939

16 Eicher T. Fey S. Puhl W. Büchel E. Speicher A. Eur. J. Org. Chem. 1998, 877

17 Speicher A. J. Prakt. Chem. 2000, 342: 162

18 Speicher A. Schulz T. Eicher T. J. Prakt. Chem. 1999, 341: 605

19 Windaus A. Schiele H. Chem. Ber. 1923, 56: 847

20 Corey EJ. Myers AG. J. Am. Chem. Soc. 1985, 107: 5574

21 John R. Lindsay S. McKeer CL. Taylor JM. Org. Synth. 1989, 67

22 Rao AVR. Chakraborty TK. Reddy KL. Rao AS. Tetrahedron Lett. 1994, 28: 5043

23 Cossey HD. Judd J. Stephens FF. J. Chem. Soc. 1965, 954

24 McMurry JE. Matz JR. Kees KL. Bock PA. Tetrahedron Lett. 1982, 23: 1777