A new enantiocontrolled synthesis of (-)-(R)-mevalonolactone

Tetrahedron Asymmetry

Volumn 8, Issue 15, 1997, Pages 2519-2521

  Shimizu, Masahiro ^a   Kamikubo, Takashi ^a   Ogasawara, Kunio ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

MEVALONOLACTONE;

ARTICLE; DRUG SYNTHESIS; ENANTIOMER; METHYLATION; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOSPECIFICITY;

EID: 0030738088     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(97)00299-1     Document Type: Article

References (12)

1. Takano, S.; Higashi, Y.; Kamikubo, T.; Moriya, M.; Ogasawara, K. Synthesis 1993, 948.
2. Takano, S.; Moriya, M.; Kamikubo, T.; Hiroya, K.; Ogasawara, K. Tetrahedron Lett. 1993, 34, 8485.
3. Ogasawara, K. Pure & Appl Chem. 1994, 66, 2119.
4. An alternative asymmetric preparation of the enantiomerically active acetate 2, see: Hiroya, K.; Kurihara, Y.; Ogasawara, K. Angew. Chem. Int Ed. Engl. 1995, 34, 2287.
5. (a) Lakner, F. J.; Hager, L. P. J. Org. Chem. 1996, 61, 3923 and references cited therein;
6. (b) Takano, S.; Shimazaki, Y.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1990, 31, 3619.
7. Kozikowski, A. P.; Jung, S. H. J. Org. Chem. 1986, 51, 3402.
8. An alternative synthesis of enantiomerically pure 7 via an enzymatic resolution, see: Kamikubo, T.; Shimizu, M.; Ogasawara, K. Enantiomer 1997, 2, 297.
9. Weihe, G. R.; McMorris, T. C. J. Org. Chem. 1978, 43, 3942.
10. Miyashita, M.; Suzuki, T.; Yoshikoshi, A. Tetrahedron Lett. 1987, 28, 4293. Miyashita, M.; Hoshino, M.; Suzuki, T.; Yoshikoshi, A. Chem. Lett. 1988, 507.
11. Miyashita, M.; Suzuki, T.; Yoshikoshi, A. Tetrahedron Lett. 1987, 28, 4293. Miyashita, M.; Hoshino, M.; Suzuki, T.; Yoshikoshi, A. Chem. Lett. 1988, 507.
12. Cf. Kamikubo, T.; Ogasawara, K. Chem. Commun. 1995, 1951.