A formal synthesis of brassinolide

Tetrahedron Letters

Volumn 38, Issue 16, 1997, Pages 2837-2840

  Schmittberger, T ^a   Uguen, D ^a  

^a UNIVERSITÉ DE STRASBOURG   (France)

Author keywords

[No Author keywords available]

Indexed keywords

STEROL;

ARTICLE; DRUG SYNTHESIS; ENANTIOMER; IN VITRO STUDY; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030947228     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00474-7     Document Type: Article

References (7)

1. Schmittberger, T.; Uguen D. Tetrahedron Lett. 1996, 37, 29-32.
2. Lakhvich, F. A.; Kripach, V. A.; Zhabinskii, V. N. Russian Chem. Rev. 1991, 60, 658-675, and references therein.
3. Schmittberger, T.; Uguen D. Tetrahedron Lett. 1995, 36, 7445-7448.
4. Lee, G. H.; Choi, E. B.; Lee, E.; Pak, C. S Tetrahedron Lett. 1993, 34, 4541-4542. The use of NaHg/MeOH induced the formation of compound 17 as a side-product.
5. m.p. 53-55°C; obtained by LAH reduction of the methyl ester of the corresponding carboxylic acid (prepared according to Eliel, E. L.; Banks, H. D. J. Am. Chem. Soc. 1972, 94, 171-176).
6. Breuilles, P.; Schmittberger, T.; Uguen, D. Tetrahedron Lett. 1993, 34, 4205-4208.
7. 13C NMR: 12.5, 13.2, 18.2, 19.4, 19.7, 20.3, 21.1, 21.6, 22.9, 24.3, 25.1, 29, 30.6, 33.3, 33.5, 35.2, 35.4, 40.3, 40.4, 42.8, 43.2, 43.5, 48.2, 56.2, 56.7, 57.7, 131.9, 136.2.