Action des organomagnésiens sur les composés β-dicarbonylés V. Synthèses de β-diols bitertiaires à partir de β-hydroxycétones. Induction asymétrique 1-3
説明
<jats:p> 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 n.m.r. spectra in which the methyl and the methylene protons have different chemical shifts.The conformations of the β-hydroxyketones and the β-diols were studied by i.r. spectroscopy. Models for a preferred attack of the organomagnesium compounds are proposed and product-determining transition states for the reactions are also suggested. </jats:p>
収録刊行物
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- Canadian Journal of Chemistry
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Canadian Journal of Chemistry 49 (24), 4084-4095, 1971-12-15
Canadian Science Publishing
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詳細情報 詳細情報について
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- CRID
- 1363951794176642432
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- DOI
- 10.1139/v71-677
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- ISSN
- 14803291
- 00084042
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- データソース種別
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- Crossref