Synthesis of (±)-licarin B and eupomatenoids-1 and -12: A general approach to 2-aryl-7-alkoxy-benzofuranoid neolignans

Tetrahedron Letters

Volumn 37, Issue 39, 1996, Pages 6969-6970

  Engler, Thomas A ^a   Chai, Wenying ^a  

^a UNIVERSITY OF KANSAS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BENZOFURAN DERIVATIVE; EUPOMATENOID 1; EUPOMATENOID 12; LICARIN B; NEOLIGNAN; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; REACTION ANALYSIS; TECHNIQUE;

EID: 0030599260     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01619-X     Document Type: Article

References (24)

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14. 13C NMR, IR, and mass spectra, including HRMS and/or combustion analysis, on chromatographically homogeneous material.
15. 5. For a similar desulfonation procedure, see Tian, X.; Hudlicky, T.; Königsberger, K. J. Am. Chem. Soc. 1995 117, 3643-3644. A number of methods for direct desulfonation of 3 to 6 were examined without success, most likely due to our inability to purify the product (for a summary, see Greene, T.W.; Wuts, P.G.M. Protective Groups in Organic Synthesis, 2nd ed.; Wiley-Interscience: New York, 1991).
16. 5. For a similar desulfonation procedure, see Tian, X.; Hudlicky, T.; Königsberger, K. J. Am. Chem. Soc. 1995 117, 3643-3644. A number of methods for direct desulfonation of 3 to 6 were examined without success, most likely due to our inability to purify the product (for a summary, see Greene, T.W.; Wuts, P.G.M. Protective Groups in Organic Synthesis, 2nd ed.; Wiley-Interscience: New York, 1991).
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18. 7. Numerous recipes for these couplings have been reported for specific applications. Similarly, the conditions used herein were developed empirically after considerable experimentation. For leading references and helpful discussions, see a) Echavarren, A.M.; Stille, J.K. J. Am. Chem. Soc. 1987 109, 5478-5486.
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23. 8. Prepared according to Seyferth, D.; Vaughan, L.G. J. Organomet. Chem. 1963 1, 138-152.
24. 9. We gratefully acknowledge financial support for this research from the National Science Foundation (CHE-9116576 and OSR-9255223) and the University of Kansas General Research Fund.