Stereocontrolled synthesis of lissoclinolide by sequential transition metal-catalyzed lactonization / cross-coupling reactions

Tetrahedron Letters

Volumn 39, Issue 42, 1998, Pages 7799-7802

  Rossi, Renzo ^a   Bellina, Fabio ^a   Biagetti, Matteo ^a   Mannina, Luisa ^b  

^a UNIVERSITY OF PISA   (Italy)

^b UNIVERSITY OF MOLISE   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

2 BROMO 5 (4 HYDROXY 2 BUTENYLIDENE) 5H FURAN 2 ONE; 3 HYDROXY 1 PROPENYLTRIBUTYLSTANNANE; BUTENOLIDE; LISSOCLINOLIDE; UNCLASSIFIED DRUG;

ANTIMICROBIAL ACTIVITY; ARTICLE; CATALYSIS; DRUG ISOLATION; DRUG STRUCTURE; DRUG SYNTHESIS; STEREOCHEMISTRY;

EID: 0032532252     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01705-5     Document Type: Article

References (21)

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15. 8. All new products in this study gave satisfactory spectral and microanalytical data.
16. 3, 200 MHz): δ 7.49 (1H, s, H-4), 6.78 (1H, ddt, J = 15.6, 11.4 and 1.6 Hz, H-7), 6.25 (1H, dt, J = 15.6 and 5.1 Hz, H-8), 5.92 (1H, d, J = 11.4 Hz, H-6), 4.32 (2H, br d, J = 5.1 Hz, H-9), 1.70 ppm (1H, br s, OH).
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19. 5,6 double bond of this compound.
20. 12. For the synthesis of other natural or unnatural 5H-furan-2-one derivatives in which a key step was a palladium-catalyzed cross-coupling reaction between an organotin compound and an organic halide or triflate, see: (a) Görth, F. C.; Umland, A.; Bruckner, R. Eur. J. Org. Chem. 1998, 1055-1062;
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