Abstract
Selenium-stabilized carbanions are available by a route that does not involve acid-catalyzed formation of selenoacetals. Aldehydes are converted first into alpha-hydroxystannanes and then into alpha-(phenylseleno)stannanes. Treatment with BuLi affords selenium-stabilized carbanions by preferential Sn/Li exchange.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Acetals / chemistry*
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Aldehydes / chemistry
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Alkylation
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Carbamates / chemistry*
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Hydroxylation
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Molecular Structure
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Oxides / chemistry
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Propanols / chemistry
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Selenium / chemistry*
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Selenium Compounds / chemical synthesis*
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Selenium Compounds / chemistry
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Tin / chemistry*
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Tin Compounds / chemical synthesis*
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Tin Compounds / chemistry
Substances
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Acetals
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Aldehydes
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Carbamates
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Oxides
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Propanols
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Selenium Compounds
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Tin Compounds
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stannane
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allyl alcohol
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Tin
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Selenium