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The functional moiety N,O-Dimethylhydroxylamide, most commonly known as the Weinreb amide has a variety of useful synthetic applications. Weinreb amides react with a wide array of Grignard reagents to provide substituted ketone products often in high yield. Additionally, reducing metal hydrides (LAH, DiBAL-H) react with Weinreb amides to provide aldehyde products. Weinreb amides are generally tolerant to other reaction conditions lending to their use in synthesis and research.
Reagents:
Weinreb amides
Reactants:
Organolithiums, Grignard reagents
Products:
Ketones, Aldehydes
Scheme:
Original literature:
N-Methoxy-N-methylamides as effective acylating agents
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