Synthesis of the E ring of gambierol

Tetrahedron Letters

Volumn 39, Issue 35, 1998, Pages 6369-6372

  Kadota, Isao ^a   Kadowaki, Chie ^a   Yoshida, Noriko ^a   Yamamoto, Yoshinori ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; GAMBIEROL; ORGANOTIN COMPOUND; RIBOSE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIZATION; MOLECULAR INTERACTION; STEREOISOMERISM; SYNTHESIS;

EID: 0032572852     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01311-2     Document Type: Article

References (9)

1. (1) Kadota, I.; Park, C.-H.; Ohtaka, M.; Oguro, N.; Yamamoto, Y. Tetrahedron Lett., the first of three contiguous papers in this issue.
2. (2) (a) Yamamoto, Y.; Yamada, J.; Kadota, I. Tetrahedron Lett. 1991, 32, 7069-7072.
3. (b) Gevorgyan, V.; Kadota, I.; Yamamoto, Y. Tetrahedron Lett. 1993, 34, 1313-1316.
4. (c) Kadota, I.; Kawada, M.; Gevorgyan, V.; Yamamoto, Y. J. Org. Chem. 1997, 62, 7439-7446.
5. (3) Kotsuki, H.; Miyazaki, A.; Ochi, M. Tetrahedron Lett. 1991, 35, 4503-4504.
6. (4) Lipshutz, B. H.; Pollart, D.; Monforte, J.; Kotsuki, H. Tetrahedron Lett. 1985, 26, 705-708.
7. (5) Fei, F.; Murai, A. Chem. Lett. 1992, 1587-1590.
8. 3) δ 7.50-7.46 (m, 2H), 7.40-7.34 (m, 3H), 5.84 (ddd, J = 17.1, 10.6, 6.3Hz. 1H), 5.51 (s, 1H), 5.24 (ddd, J = 17.1, 1.4, 1.4 Hz, 1H), 5.15 (ddd, J = 10.6, 1.4, 1.4 Hz, 1H), 4.95 (ddd, J = 9.3, 9.3, 3.2 Hz, 1H), 4.22 (dddd, J = 8.1, 6.5, 1.0, 1.0 Hz, 1H), 3.96 (dd, J = 9.6, 5.1 Hz, 1H), 3.83 (d, J = 10.5 Hz, 1H), 3.72 (dd, J = 10.5, 1.0 Hz, 1H), 2.04 (s, 3H), 2.01-1.73 (m, 4H), 1.49 (s, 3H).
9. (7) Maruoka, K.; Sakurai, M.; Yamamoto, H. Tetrahedron Lett. 1985, 32, 3853-3856.