Synthesis of chlorophyll-a homologs by Wittig and Knoevenagel reactions with methyl pyropheophorbide-d

Tetrahedron

Volumn 53, Issue 31, 1997, Pages 10677-10688

  Tamiaki, Hitoshi ^a   Kouraba, Mitsuru ^a  

^a RITSUMEIKAN UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CHLOROPHYLL;

ARTICLE; CALCULATION; CIRCULAR DICHROISM; DRUG STRUCTURE; DRUG SYNTHESIS; FLUORESCENCE; IN VITRO STUDY; MOLECULAR MODEL; PRIORITY JOURNAL; REACTION ANALYSIS; SPECTROPHOTOMETRY;

EID: 0030816736     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00699-6     Document Type: Article

References (27)

1. Miyashita, H.; Ikemoto, H.; Kurano, N.; Adachi, K.; Chihara, M.; Miyachi, S. Nature 1996, 383, 402.
2. Scheumann, V.; Helfrich, M.; Schoch, S.; Rüdiger, W. Z. Naturforsch. 1996, 51c, 185-194; Oba, T.; Masada, Y.; Tamiaki, H. Bull. Chem. Soc. Jpn. 1997, 70, in press.
3. Scheumann, V.; Helfrich, M.; Schoch, S.; Rüdiger, W. Z. Naturforsch. 1996, 51c, 185-194; Oba, T.; Masada, Y.; Tamiaki, H. Bull. Chem. Soc. Jpn. 1997, 70, in press.
4. Ito, H.; Ohtsuka, T.; Tanaka, A. J. Biol. Chem. 1996, 271, 1475-1479.
5. Johnson, D. G; Svec, W. A.; Wasielewski, M. R. Isr. J. Chem. 1988, 28, 193-203.
6. Bible, K. C.; Buytendorp, M.; Zierath, P. D.; Rinehart, K. L. Proc. Natl. Acad. Sci. USA 1988, 85, 4582-4586.
7. Fischer, R.; Engel, N.; Henseler, A.; Gossauer, A. Helv. Chim. Acta 1994, 77, 1046-1050.
8. Osuka, A.; Wada, Y.; Shinoda, S. Tetrahedron 1996, 52, 4311-4326.
9. Tamiaki, H.; Amakawa, M.; Shimono, Y.; Tanikaga, R.; Holzwarth, A. R.: Schaffner, K. Photochem. Photobiol. 1996, 63, 92-99.
10. Tamiaki, H.; Holzwarth, A. R.; Schaffner, K. Photosynth. Res, 1994, 41, 245-251.
11. Tamiaki, H.; Shimono, Y.; Rattray, A. G. M.; Tanikaga, R. Bioorg. Med. Chem. Lett. 1996, 6, 2085-2086.
12. Falk, H.; Hoornaert, G.; Isenring, H.-P.; Eschenmoser, A. Helv. Chim. Acta 1975, 58, 2347-2357; Osuka, A.; Marumo, S.; Wada, Y.; Yamazaki, I.; Yamazaki, T.; Shirakawa, Y.; Nishimura, Y. Bull. Chem. Soc. Jpn. 1995, 68, 2909-2915.
13. Falk, H.; Hoornaert, G.; Isenring, H.-P.; Eschenmoser, A. Helv. Chim. Acta 1975, 58, 2347-2357; Osuka, A.; Marumo, S.; Wada, Y.; Yamazaki, I.; Yamazaki, T.; Shirakawa, Y.; Nishimura, Y. Bull. Chem. Soc. Jpn. 1995, 68, 2909-2915.
14. Morris, I. K.; Snow, K. M.; Smith, N. W.; Smith, K. M. J. Org. Chem. 1990, 55, 1231-1236.
15. Jiang, X.; Pandey, R. K.; Smith, K. M. J. Chem. Soc., Perkin Trans. 1 1996, 1607-1615.
16. Wiederrecht, G. P.; Niemczyk, M. P.; Svec, W. A.; Wasielewski, M. R. J. Am. Chem. Soc. 1996, 118, 81-88.
17. Burrell, A. K.; Officer, D. L.; Reid, D. C. W. Angew. Chem. Int. Ed. Engl. 1995, 34, 900-902.
18. Kureishi, Y; Tamiaki, H. J. Porphyrins Phthalocyanines 1997, submitted.
19. Ward, B.; Chang, C. K.; Young, R. J. Am. Chem. Soc. 1984, 106, 3943-3950; Griffiths, G. F.; Kenner, G. W.; McCombie, S. W.; Smith, K. M.; Sutton, M. J. Tetrahedron 1976, 32, 275-283.
20. Ward, B.; Chang, C. K.; Young, R. J. Am. Chem. Soc. 1984, 106, 3943-3950; Griffiths, G. F.; Kenner, G. W.; McCombie, S. W.; Smith, K. M.; Sutton, M. J. Tetrahedron 1976, 32, 275-283.
21. Tamiaki, H.; Miyata, S.; Kureishi, Y.; Tanikaga, R. Tetrahedron 1996, 52, 12421-12432.
22. Tamiaki, H.; Miyatake, T.; Tanikaga, R. Tetrahedron Lett. 1997, 38, 267-270.
23. McDonald, R. N.; Campbell, T. W. J. Org. Chem. 1959, 24, 1969-1975.
24. Schweizer, E. E.; Goff, S. D.; Murray, W. P. J. Org. Chem. 1977, 42, 200-205.
25. Trippett, S.; Walker, D. M. J. Chem. Soc. 1959, 3874-3876.
26. Ramirez, F.; Dershowitz, S. J. Org. Chem. 1957, 22, 41-45.
27. Another NH was too broad to be observed.