Concise syntheses of coronarin A, coronarin E, austrochaparol and pacovatinin A

Chemical and Pharmaceutical Bulletin

Volumn 56, Issue 3, 2008, Pages 398-403

  Miyake, Takahiro ^a,b   Uda, Keisuke ^a   Kinoshita, Masako ^a   Fujii, Mikio ^a   Akita, Hiroyuki ^a  

^a TOHO UNIVERSITY   (Japan)

^b NOVARTIS PHARMA K K   (Japan)

Author keywords

(+) austrochaparol; (+) coronarin A; (+) coronarin E; (+) pacovatinin A; Total synthesis

Indexed keywords

(7ALPHA) HYDROXYNITRILE; 15,16 EPOXY 8(17),13(16),14 LABDATRIENE; ALBICANOL; ALBICANYL ACETATE; ALDEHYDE DERIVATIVE; AUSTROCHAPAROL; CORONARIN A; CORONARIN E; NATURAL PRODUCT; NITRILE; PACOVATININ A; SULFONE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; CIS ISOMER; DESS MARTIN OXIDATION; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY; STRUCTURE ANALYSIS; SYNTHESIS;

ALDEHYDES; DITERPENES; FURANS; INDICATORS AND REAGENTS; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; NAPHTHALENES; SPECTROPHOTOMETRY, INFRARED; STEREOISOMERISM; ZINGIBERACEAE;

EID: 41549123513     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.56.398     Document Type: Article

References (16)

1. Itokawa H., Morita H., Katou I., Takya K., Cavalheiro A. J., de Oliveira R. C. B., Ishige M., Motidome M., Planta Medica, 1988, 311-315 (1988).
2. Itokawa H., Morita H., Takya K., Motidome M., Chem. Pharm. Bull., 36, 2682-2684 (1988).
3. Bohlmann F., Zdero C., Gupta R. K., King R. M., Robinson H., Phytochemistry, 19, 2695-2705 (1980).
4. Sekiguchi M., Shigenori H., Ohsaki A., Kobayashi J., J. Nat. Prod., 64, 1102-1106 (2001).
5. Amano Y., Kinoshita M., Akita H., J. Mol. Catalysis B: Enzymatic, 32, 141-148 (2005).
6. Oh S., Jeong I. H., Shin W-S., Lee S., Bioorg. Med. Chem. Lett., 13, 2009-2012 (2003).
7. Review: Blakemore P. R., J. Chem. Soc. Perkin Trans. 1, 2002, 2563-2585 (2002).
8. Maria K., Maria L., Valentine R., Tetrahedron, 61, 2003-2010 (2005).
9. Jung M., Ko I., Lee S., J. Nat. Prod., 61, 1394-1396 (1998).
10. Akita H., Amano Y., Kato K., Nozawa M., Tetrahedron: Asymmetry, 15, 725-732 (2004).
11. Matsuda H., Morikawa T., Sakamoto Y., Toguchida I., Yoshikawa M., Heterocycles, 56, 45-56 (2002).
12. Morikawa T., Matsuda H., Sakamoto Y., Ueda K., Yoshikawa M., Chem. Pharm. Bull., 50, 1045-1049 (2002).
13. Tsunoda T., Uemoto K., Nagin C., Kawamura M., Kaku H., Ito S., Tetrahedron Lett., 40, 7355-7358 (1999).
14. Micheal T. C., Franck C., J. Am. Chem. Soc., 128, 3128-3129 (2006).
15. Kinoshita M., Ohtsuka M., Nakamura D., Akita H., Chem. Pharm. Bull., 50, 930-934 (2002).
16. Mitsunobu O., Synthesis, 1981, 1-28 (1981).