Abstract
[reaction: see text] Generation of the lithium salt of the norbornenol shown (M = H) followed by quenching with aqueous NH(4)Cl solution gives predominantly the beta-epimeric ketone 6. Similar production of the potassium alkoxide leads instead to the alpha-epimer (99:1). These results reveal the potential importance of alkali metal counterions as stereocontrol elements.
Publication types
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Ammonium Chloride / chemistry
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Ketones / chemical synthesis*
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Ketones / chemistry
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Lithium / chemistry
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Metals, Alkali / chemistry*
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Molecular Conformation
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Molecular Structure
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Organometallic Compounds / chemistry
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Protons
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Stereoisomerism
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Water / chemistry
Substances
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Ketones
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Metals, Alkali
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Organometallic Compounds
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Protons
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Ammonium Chloride
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Water
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Lithium