Tetrahedron

Reduction of pyrylium salts with sodium borohydride

AT Balaban, G Mihai, CD Nenitzescu

Index: Balaban,A.T. et al. Tetrahedron, 1962 , vol. 18, p. 257 - 259

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Citation Number: 26

Abstract

Sodium borohydride converts 2, 4, 6-trialkylpyrylium salts (I) into a mixture of dienones (III) and lower-boiling products, which are probably 4H-pyrans (IV). The latter products yield derivatives of 1, 5-diones in acid medium, and are believed to be formed by addition of the hydride ion to the γ-position of the pyrylium salt, while the former dienones arise by addition to the α-position.