Tetrahedron

Synthesis and conformational analysis of some oxisuran metabolites and their o-methylderivatives

JLG Ruano, C Pedregal, JH Rodriguez

Index: Ruano, J. L. Garcia; Pedregal, C.; Rodriguez, J. H. Tetrahedron, 1987 , vol. 43, # 19 p. 4407 - 4416

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Citation Number: 16

Abstract

The synthesis is given of oxisuran (methylsulphinyl methyl-2-pyridyl ketone) and its metabolites and derivatives, whose structures are 2-Py-CO-CH2-SOxCH3 (X= 0, 1, 2) and 2- Py-CHOR-CH2-SOnCH3 (R= H, Me; n= 0, 1, 2). From the results obtained in the reaction of oxisuran with different reducing agents, a new stereochemical pathway is suggested to explain the stereoselectivity observed in the reduction of β-keto-sulphoxides with DIBAL. ...