Canadian Journal of Chemistry

Action des organomagnésiens sur les composés β-dicarbonylés V. Synthèses de β-diols bitertiaires à partir de β-hydroxycétones. Induction asymétrique 1-3

J Michel, P Canonne

Index: Michel,J.; Canonne,P. Canadian Journal of Chemistry, 1971 , vol. 49, p. 4084 - 4095

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Citation Number: 8

Abstract

Addition of organomagnesium compounds to β-hydroxyketones with an asymmetric center gave a diastereoisomeric mixture of symmetric ditertiary β-diols, the ratio of meso and threo forms depending on the nature of the inductive group. The configurations of the β-diols were determined using their respective nmr spectra in which the methyl and the methylene protons have different chemical shifts. The conformations of the β-hydroxyketones and the ...