Synthesis of 4-hydroxy-2-cyclopentenone derivatives by [3 + 2] annulation of β-heteroatom-substituted acryloylsilanes and lithium enolate of methyl ketones

Chemistry Letters

Volumn , Issue 11, 1998, Pages 1157-1158

  Takeda, Kei ^a   Ohtani, Yasuhiro ^a   Ando, Emi ^a   Fujimoto, Ken Ichi ^a   Yoshii, Eiichi ^a   Koizumi, Toru ^a  

^a UNIVERSITY OF TOYAMA   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001877406     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.1998.1157     Document Type: Article

References (9)

1. K. Takeda, M. Fujisawa, T. Makino, E. Yoshii, and K. Yamaguchi, J. Am. Chem. Soc., 115, 9351 (1993).
2. K. Takeda, I. Nakayama, and E. Yoshii, Synlett, 1994, 178.
3. K. Takeda, K. Kitagawa, I. Nakayama, and E. Yoshii, Synlett, 1997, 255.
4. These compounds were prepared by the raCPBA oxidation of (Z)-1. For the preparation of 1, see: K. Takeda, A. Nakajima, M. Takeda, Y. Okamoto, T. Sato, E. Yoshii, T. Koizumi, and M. Shiro, J. Am. Chem. Soc., 120, 4947 (1998).
5. This compound was prepared using 2,2'-dipyridyldisulfide in a similar manner to that for 1.
6. D. A. Evans and G. C. Andrews, Acc. Chem. Res., 7, 147 (1974).
7. R. F. Cunico and Z. Cui-ping, Tetrahedron Lett., 33, 6751 (1992).
8. R. F. Cunico and Z. Cui-ping, Tetrahedron, 51, 9823 (1995).
9. 2O) to give 20 (R = Et) (90 mg, 70%).