The stille cross coupling reactions on solid support. Link to solution phase directed ortho metalation. An ester linker approach to styryl, biaryl and heterobiaryl carboxylic acids

Tetrahedron Letters

Volumn 39, Issue 24, 1998, Pages 4175-4178

  Chamoin, Sylvie ^a   Houldsworth, Stephen ^a   Snieckus, Victor ^a  

^a UNIVERSITY OF WATERLOO   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

BENZOIC ACID DERIVATIVE; LITHIUM; RESIN; TIN DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; HYDROLYSIS; REACTION ANALYSIS;

EID: 0032508010     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00778-3     Document Type: Article

References (21)

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13. 3. Snieckus, V. Chem. Rev. 1990, 90, 879; Snieckus, V. In Chemical Synthesis: Gnosis to Prognosis, Chatgilialoglu, C.; Snieckus, V., Eds.; NATO ASI Series, Kluwer Academic Publishers: The Netherlands, 1996, Series E: Applied Sciences - Vol. 320, p 191.
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18. 6. The loadings of the halo-benzoic acids were approximatively 0.8 mequiv/g for each case.
19. 1H NMR. The extent of cleavage was established by monitoring the ester carbonyl absorption in the IR spectrum.
20. 8. Sheppard, G.S.; Pireh, D.; Carrera, G.S.; Bures, M.G.; Heyman, R.H.; Steinman, D.; Davidsen, S.K.; Philips, J.G.; Guinn, D.E.; May, P.D.; Conway, R.G.; Rhein, D.A.; Calhoun, W.C.; Albert, D.H.; Magoc, T.J.; Carter, G.W.; Summers J.B. J. Med. Chem. 1994, 37, 2011.
21. 9 All new compounds showed satisfactory spectroscopic (NMR, HRMS) and analytical data.