Synthesis of the hemiacetal pheromone of the spined citrus bug Biprorulus bibax utilizing an iridium catalyzed oxidative lactonization

Heterocycles

Volumn 69, Issue 1, 2006, Pages 457-461

  Suzuki, Takeyuki ^a   Morita, Kenji ^b   Ikemiyagi, Hisako ^b   Watanabe, Kazuhiro ^b   Hiroi, Kunio ^b   Katoh, Tadashi ^b  

^a OSAKA UNIVERSITY   (Japan)

^b TOHOKU PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33947222423     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-06-S(O)17     Document Type: Article

References (14)

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2. Kano S., Shibuya S., and Ebata T. Heterocycles 14 (1980) 661
3. Suzuki T., Morita K., Tsuchida M., and Hiroi K. Org. Lett. 4 (2002) 2361
4. Suzuki T., Morita K., Matsuo Y., and Hiroi K. Tetrahedron Lett. 44 (2003) 2003
5. Suzuki T., Morita K., Tsuchida M., and Hiroi K. J. Org. Chem. 68 (2003) 1601
6. Suzuki T., Matsuo T., Watanabe K., and Katoh T. Synlett (2005) 1453
7. Suzuki T., Yamada T., Matsuo T., Watanabe K., and Katoh T. Synlett (2005) 1450
8. Suzuki T., Yamada T., Watanabe K., and Katoh T. Bioorg. Med. Chem. Lett. 15 (2005) 2583
9. Oliver J.E., Aldrich J.R., Lusby W.R., Waters R.M., and James D.G. Tetrahedron Lett. (1992) 891
10. Mori K., Amaike M., and Watanabe H. Liebigs Ann. Chem. (1993) 1287
11. James D.G., Mori K., Aldrich J.R., and Oliver J.E. J. Chem. Ecol. 20 (1994) 71
12. Amaike M., and Mori K. Liebigs Ann. Chem. (1995) 1451
13. Fetizon M., Golfer M., and Louis J.M. Tetrahedron 31 (1975) 171
14. Epimerization of 2a was also observed in the enzymatic oxidation at pH = 9. See, K. Mori, M. Amaike, and J. E. Oliver, Liebigs Ann. Chem., 1992, 1185.