Enantiocontrolled synthesis of C-19 tetrahydrofurans isolated from the marine alga Notheia anomala

Tetrahedron Letters

Volumn 41, Issue 21, 2000, Pages 4127-4130

  García, Celina ^a   Soler, Marcos A ^a   Martín, Víctor S ^a  

^a UNIVERSIDAD DE LA LAGUNA   (Spain)

Author keywords

Asymmetric synthesis; Enantiopure functionalized tetrahydrofurans; Marine metabolites

Indexed keywords

TETRAHYDROFURAN DERIVATIVE;

ALGA; ARTICLE; CHEMICAL REACTION; EPOXIDATION; HYDROXYLATION; SYNTHESIS;

EID: 0034729519     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00595-5     Document Type: Article

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19. Although the enantiomeric excess of 5 was 96% ee, we did not observe any other diastereoisomer. We also checked the Mosher's diesters of 10 and found no traces of the enantiomer. We concluded that at this stage of the synthesis our product could be considered as a pure enantiomer, at least within of the limits of accuracy of NMR analysis.
20. 3).
21. 3). Although the spectroscopic data coincide with those reported, the discrepancy with our specific rotation value suggests the necessity to reisolate the natural compound in order to perform a comparative study.