An efficient enantioselective synthesis of 1α,25-dihydroxyvitamin D3 A-ring synthon

Tetrahedron Letters

Volumn 41, Issue 14, 2000, Pages 2389-2390

  Koiwa, Masakazu ^a   Hareau, Georges P J ^a   Sato, Fumie ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

Asymmetric synthesis; Cyclization; Scandium and compounds; Vitamins

Indexed keywords

2 CYCLOHEXENONE DERIVATIVE; CALCITRIOL DERIVATIVE;

ARTICLE; CYCLIZATION; PRECURSOR; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 0034175578     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00170-2     Document Type: Article

References (8)

1. (a) Hareau, G. P. J.; Koiwa, M.; Hikichi, S.; Sato, F. J. Am. Chem. Soc. 1999, 121, 3640.
2. (b) Hareau, G. P. J.; Koiwa, M.; Hanazawa, T.; Sato, F. Tetrahedron Lett. 1999, 40, 7493.
3. Hareau, G. P. J.; Koiwa, M.; Sato, F. Tetrahedron Lett. 2000, 41, 2385.
4. (a) Baggiolini, E. G.; Iacobelli, J. A.; Hennessy, B. M.; Uskokovic, M. R. J. Am. Chem. Soc. 1982, 104, 2945.
5. (b) Baggiolini E. G.; Iacobelli, J. A.; Hennessy, B. M.; Batcho, A. D.; Sereno, J. F.; Uskokovic, M. R. J. Org. Chem. 1986, 51, 3098.
6. Ishihara, K.; Kubota, M.; Kurihara, H.; Yamamoto, H. J. Am. Chem. Soc. 1995, 117, 4413.
7. For preparation of (Z)-2 without isomerization of (E)-2, see: (a) Kobayashi, S.; Shibata, J.; Shimada, M.; Ohno, M. Tetrahedron Lett. 1990, 31, 1577. (b) Nagasawa, K.; Ishihara, H.; Zako, Y.; Shimizu, I. J. Org. Chem. 1993, 58, 2523.
8. For preparation of (Z)-2 without isomerization of (E)-2, see: (a) Kobayashi, S.; Shibata, J.; Shimada, M.; Ohno, M. Tetrahedron Lett. 1990, 31, 1577. (b) Nagasawa, K.; Ishihara, H.; Zako, Y.; Shimizu, I. J. Org. Chem. 1993, 58, 2523.