Complete diastereofacial selective cycloaddition of new sulfinyl dienophiles (Ss)-and (Rs)-(-)menthyl α-(2-methoxyphenylsulfoxyl)acylate with anthracene under chelation control

Synthetic Communications

Volumn 26, Issue 10, 1996, Pages 1867-1874

  Chau, Tay Yuan ^a   Lin, Hsaio Chi ^a   Hu, Wenhao ^b  

^a NATIONAL CHUNG HSING UNIVERSITY   (Taiwan)

^b CHENGDU INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ANTHRACENE DERIVATIVE; SULFINIC ACID DERIVATIVE;

ARTICLE; CHELATION; CHIRALITY; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY; X RAY ANALYSIS;

EID: 0029950050     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919608003539     Document Type: Article

References (13)

1. a) Ronan, B. and Kagan, H.B. Tetrahedron : Asymmetry 1991, 2, 75.
2. B) Bonfand, E.; Gosselin, P.; Maignan, C. Tetrahedron : Asymmetry 1993, 4, 1667.
3. c) Takahashi, T.; Fujii, A.; Sugita, J.; Hagi, T.; Kitano, K.; Arai, Y. and Koizumi, T. Tetrahedron : Asymmetry 1991, 2, 1379-1390.
4. a) Bonfand, E.; Gosselin, P.; Maignan, C. Tetrahetron Lett. 1992, 33, 2347.
5. b) Aversa, M.C.; Bonaccorsi, P.; Giannetto, P.; Jafari, S.M.A.; Jones, D.N. Tetrahetron : Asymmetry 1992, 3, 701.
6. c) De Lucci, O.; Marchioro, C.; Lucchini, V.; Valle, G. J. Org. Chem. 1986, 51, 1457.
7. a) Adams, H.; Jones, D.N.; Aversa, M.C.; Bonaccorsi, P.; Giannetto, P. Tetrahedron Lett. 1993, 34, 6481.
8. b) Hiroi, K.; Umemura, M.; Fujisawa, A. Tetrahedron Lett. 1992, 33, 7161.
9. a) Arai, Y.; Kuwayama, S.-i.; Takeuchi, Y. and Koizumi, T. Tetrahedron Lett. 1985, 26, 6205.
10. b) Koizumi, T.; Arai, Y. and Takayama, H. Tetrahedron Lett. 1987, 28, 3689.
11. Similar conclusion was obtained by Jones, D.N. (see ref 3a).
12. obs=0,0358.
13. 2 reported by Koizumi (see ref.4a).