Tetrahedron Letters p. 327 - 330 (1995)
Update date:2022-08-04
Topics:
Kelli-Basetti, Bernadette M.
Krodkiewska, Irena
Sasse, Wolfgang H. F.
Savage, G. Paul
Simpson, Gregory W.
Pyridin-2-nitrile oxide was generated in situ and reacted with 2-substituted but-1-ene-4-ols to give 5-substituted 5-(2-hydroxyethyl)-3-(pyrid-2-yl)-Δ2-isoxazolines.The isoxazolines were reductively ring-opened with LiAlH4 to give 2-(3-substituted-1-amino-3,5-dihydroxypentyl)-pyridines, which were subjected to Dess-Martin oxidation with concomitant dehydration to give 4-substituted 2,2'-bipyridines.
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