Facile and efficient synthesis of naturally occurring carbasugars (+)-pericosines A and C

Organic Letters

Volumn 11, Issue 12, 2009, Pages 2699-2701

  Usami, Yoshihide ^a   Ohsugi, Marie ^a   Mizuki, Koji ^a   Ichikawa, Hayato ^a   Arimoto, Masao ^a  

^a OSAKA MEDICAL COLLEGE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CARBASUGAR; DRUG DERIVATIVE; EPOXIDE; METHYL (3S,4S,5S,6S) 6 CHLORO 3,4,5 TRIHYDROXY 1 CYCLOHEXENE 1 CARBOXYLATE; METHYL (3S,4S,5S,6S)-6-CHLORO-3,4,5-TRIHYDROXY-1-CYCLOHEXENE-1-CARBOXYLATE; MOLYBDENUM; PERICOSINE C; PHOSPHOMOLYBDIC ACID; PHOSPHORIC ACID; SHIKIMIC ACID;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; STEREOISOMERISM; SYNTHESIS;

CARBASUGARS; CATALYSIS; EPOXY COMPOUNDS; MOLECULAR STRUCTURE; MOLYBDENUM; PHOSPHORIC ACIDS; SHIKIMIC ACID; STEREOISOMERISM;

EID: 67149125600     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol9008188     Document Type: Article

References (19)

1. Numata, A.; Iritani, M.; Yamada, T.; Minoura, K.; Matsumura, E.; Yamori, T.; Tsuruo, T. Tetrahedron Lett. 1997, 38, 8215-8218.
2. Yamada, T.; Iritani, M.; Ohishi, H.; Tanaka, K.; Doi, M.; Minoura, K.; Numata, A. Org. Biomol. Chem. 2007, 5, 3979-3986.
3. Arjona, O.; Gomez, A. M.; Lopez, J. C.; Plumet, J. Chem. Rev. 2007, 107, 1919-2036.
4. Sanchez-Abella, L.; Fernandez, S.; Armesto, N.; Ferrero, M.; Gotor, V. Org. Chem. 2006, 71, 5396-5399.
5. Usami, Y.; Ichikawa, H.; Arimoto, M. Int J. Mol. Sci. 2008, 9, 401-421.
6. Usami, Y.; Hatsuno, C.; Yamamoto, H.; Tanabe, M.; Numata, A. Chem. Pharm. Bull 2004, 52, 1130-1133;
7. Erratum Chem. Pharm. Bull. 2005, 53, 271.
8. Usami, Y.; Takaoka, I.; Ichikawa, H.; Horibe, Y.; Tomiyama, Y.; Otsuka, M.; Imanishi, Y.; Arimoto, M. J. Org. Chem. 2007, 72, 6127-6134.
9. Usami, Y.; Mizuki, K.; Ichikawa, H.; Arimoto, M. Tetrahedron: Asymmetry 2008, 19, 1460-1463.
10. Usami, Y.; Suzuki, K.; Mizuki, K.; Ichikawa, H.; Arimoto, M. Org. Biomol. Chem. 2009, 7, 315-318,
11. Donohoe, T. I.; Blades, K.; Helliwell, M.; Warning, M. J.; Newcombe, N. J. Tetrahedron Lett. 1998, 39, 8755-8758.
12. Kitamura, E.; Hirora, A.; Nakagawa, M.; Nakamura, M.; Nozaki, H.; Tada, T.; Nukina, M.; Hirota, H. Tetrahedron Lett. 1990, 30, 4605-4608.
13. Arnone, A.; Cardillo, R.; Nasini, G.; Vajna de Pava, O. Tetrahedron 1993, 49, 7251-7258.
14. Meier, R.-M.; Ganem, B. Tetrahedron 1994, 50, 2715-2720.
15. Tu, C.; Berchtold, G. A. J. Org. Chem. 1993, 58, 6915-6916.
16. Huntley, C. F. M.; Wood, H. B.; Ganem, B. Tetrahedron Lett. 2000, 41, 2031-2034.
17. Griesbeck, A. G.; Maria, C.; Neudoerfl, J. ARKIVOC 2007, 216-223.
18. Fukui, K.; Fujimoto, H. Bull. Chem. Soc. Jpn. 1967, 40, 2018-2025.
19. Magid, R. M. Tetrahedron 1980, 36, 1901-1930.