A facile chiral synthesis of the lactone moiety of compactin and mevinolin from (R)-O-benzylglycidol

Synthesis (Germany)

Volumn 1989, Issue 7, 1989, Pages 539-541

  Takano, Seiichi ^a   Shimazaki, Youichi ^a   Sekiguchi, Yoshinori ^a   Ogasawara, Kunio ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

COMPACTIN; MEVINOLIN;

DRUG STRUCTURE; DRUG SYNTHESIS; INFRARED SPECTROPHOTOMETRY; MASS SPECTROMETRY; NONHUMAN; NUCLEAR MAGNETIC RESONANCE;

EID: 0024349560     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-1989-27310     Document Type: Article

References (10)

1. For a pertinent review of the synthesis, see: Rosen, T. Heathcock. C.H. Tetrahedron 1986. 18, 490.
2. Slokker, G.F, Hoffmann, W.F., Alberts. A.W. Cragoe, K.J., Deana, A.A., Gilfilan, J.L., Huff, J.W., Novello. F.C. Prugh, J.D., Smith, R.L., Willard, A.K. J. Med. Chem. 1985. 28, 347.
3. Recent examples: Roth, B.D., Roark, W.H. Tetrahedron Lett. 1988, 29, 1255.
4. Johnson, W.S. Kelson. A.B. Tetrahedron Lett. 1988. 29, 3757.
5. Takano, S., Seya, K. Goto, E., Hirama, M,. Ogasawara, K. Synthesis 1983, 116.
6. Takano, S., Akiyama, M., Ogasawara, K. Synthesis 1985, 503.
7. Corey, E.J., Chaykovsky, M. J. Am. Chem. Soc. 1962. 84, 866.
8. Takano, S Sekiguchi, Y., Sato, N., Ogasawara, K. Synthesis 1987, 139.
9. Miyashita, M., Suzuki, T, Yoshikoshi, A. Tetrahedron Lett. 1987, 28, 4293.
10. Miyashita, M., Hoshino, M., Suzuki, T., Yoshikoshi. A. Chem. Lett. 1988. 507.