Stereoselective synthesis of enamides by a Peterson reaction manifold

Organic Letters

Volumn 3, Issue 24, 2001, Pages 3955-3957

  Fürstner, Alois ^a   Brehm, Christof ^a   Cancho Grande, Yolanda ^a  

^a MAX PLANCK INSTITUT FÜR KOHLENFORSCHUNG   (Germany)

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ARTICLE;

EID: 0000167432     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol016848p     Document Type: Article

References (52)

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10. For closely related compounds, see the following: (a) Lobatamides: McKee, T. C.; Galinis, D. L., Pannell, L. K.; Cardellina, J. H.; Laakso, J.; Ireland, C. M.; Murray, L.; Capon, R. J.; Boyd, M. R. J. Org. Chem. 1998, 63, 7805.
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42. (b) Hudrlick, P. F.; Peterson, D.; Rona, R. J. J. Org. Chem. 1975, 40, 2263.
43. The use of epoxysilanes as substrates for the synthesis of enamides has precedence in the two examples reported in ref 9c. In these cases the epoxide ring is opened by acetonitrile used as solvent which clearly limits the scope of the method.
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45. 1 = n-pentyl): Page, P. C. B.; Rosenthal, S. Tetrahedron 1990, 46, 2573.
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47. 1 = Ph): Jeffery, T. Tetrahedron Lett. 1999, 40, 1673.
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