Facile generation method for conjugated allenyl esters based on retro-Dieckmann-type ring-opening reactions

Tetrahedron Letters

Volumn 46, Issue 16, 2005, Pages 2883-2886

  Sano, Shigeki ^a   Shimizu, Hisashi ^a   Nagao, Yoshimitsu ^a  

^a UNIVERSITY OF TOKUSHIMA   (Japan)

Author keywords

Conjugated allenyl ester; Cyclohexanone; Cyclopentanone; Retro Dieckmann reaction; X ray crystallographic analysis

Indexed keywords

CYCLOHEXANONE; CYCLOPENTANONE DERIVATIVE; ESTER DERIVATIVE; ETHYL 2 OXOCYCLOHEXANONECARBOXYLATE; ETHYL 2 OXOCYCLOPENTANONECARBOXYLATE; LITHIUM; LITHIUM ACETYLIDE; UNCLASSIFIED DRUG;

AROMATIZATION; ARTICLE; CONJUGATION; DIECKMANN REACTION; REACTION ANALYSIS; STRUCTURE ACTIVITY RELATION; SYNTHESIS;

EID: 15944424298     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.02.138     Document Type: Article

References (15)

1. H.F. Schuster, and G.M. Coppola Allenes in Organic Syntheses 1984 Wiley New York
2. W. Smadja Chem. Rev. 83 1983 263 320
3. Y. Nagao, and S. Sano J. Synth. Org. Chem., Jpn. 61 2003 1088 1098 and references cited therein
4. Y. Nagao Yakugaku Zasshi 122 2002 1 27 and references cited therein
5. M.G. Moloney, J.T. Pinhey, and E.G. Roche J. Chem. Soc., Perkin Trans. 1 1989 333 341
6. J.T. Pinhey Aust. J. Chem. 44 1991 1353 1382
7. S. Hashimoto, Y. Miyazaki, T. Shinoda, and S. Ikegami J. Chem. Soc., Chem. Commun. 1990 1100 1102
8. 3: C, 76.02; H, 7.09. Found: C, 75.64; H, 7.19
9. Y. Nagao, K. Kim, S. Sano, H. Kakegawa, W.-S. Lee, H. Shimizu, M. Shiro, and N. Katunuma Tetrahedron Lett. 37 1996 861 864
10. +)
11. -1
12. E.V. Dehmlow, and S.S. Dehmlow Phase Transfer Catalysis H.S. Ebel Monographs in Modern Chemistry 1980 Chemie Florida
13. T. Ooi, and K. Maruoka J. Synth. Org. Chem., Jpn. 61 2003 1195 1206
14. +)
15. M. Shibuya, M. Wakayama, Y. Naoe, T. Kawakami, K. Ishigaki, H. Nemoto, H. Shimizu, and Y. Nagao Tetrahedron Lett. 37 1996 865 868