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Reductive Amination and Related Reactions: Aldehydes and Ketones Transformations - Prof. Y, Study notes of Organic Chemistry

Various transformations of aldehydes and ketones, including reductive amination, addition of oxygen and water, hydrate formation, addition of alcohols, hemiacetal and acetal formation, reversibility, protecting groups, addition of sulfur nucleophiles, and the wittig reaction. It covers the mechanisms, conditions, and significance of each process.

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2011/2012

Uploaded on 04/13/2012

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Download Reductive Amination and Related Reactions: Aldehydes and Ketones Transformations - Prof. Y and more Study notes Organic Chemistry in PDF only on Docsity! 15 February Reductive amination – the reaction of an aldehyde or a ketone with ammonia (or with an amine) in the presence of a reducing agent Addition of oxygen nucleophiles Addition of water Hydrate – a molecule with two OH groups on the same carbon (gem-diols) The extent to which an aldehyde or a ketone is hydrated in an aqueous solution depends on the aldehyde or ketone. Addition of alcohol Hemiacetal (hemiketal) – the product of the addition of one equivalent of an alcohol to an aldehyde (ketone) Acetal (ketal) – the product formed when a second equivalent of an alcohol is added Acetal (or ketal) formation requires an acid catalyst The reaction is reversible Protecting group Protects a functional group from a synthetic operation that it would otherwise not survive Addition of sulfur nucleophiles The C-S bond of thioacetal (or thioketal) can be converted into C-H bonds using H2 and Raney Ni The Wittig reaction – a reaction in which an aldehyde or ketone reacts with a phosphonium ylide to form an alkene
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