Anionic, in Situ Generation of Formaldehyde: A Very Useful and Versatile Tool in Synthesis

Geoffrey Deguest; Laurent Bischoff; Corinne Fruit; Francis Marsais

doi:10.1021/ol070145b

Journal articles

Anionic, in Situ Generation of Formaldehyde: A Very Useful and Versatile Tool in Synthesis

Geoffrey Deguest ¹ Laurent Bischoff ¹ Corinne Fruit ¹ Francis Marsais ²

1 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse

2 IRCOF - Institut de Chimie Organique Fine

Abstract : A very simple, safe and powerful method for the in situ generation of formaldehyde at low temperature in anhydrous conditions is described. This new tool avoids the use of gaseous formaldehyde and is suitable for basic carbon nucleophiles which cannot be generated in aqueous reaction media. Various substrates, including organolithium reagents and enolates, underwent smooth hydroxymethylation showing the versatility of this process. A Wittig reaction was also carried out in high yield.

Document type :

Journal articles

Domain :

Chemical Sciences

Chemical Sciences / Organic chemistry

Chemical Sciences / Medicinal Chemistry

Chemical Sciences / Radiochemistry

Chemical Sciences / Material chemistry

Chemical Sciences / Inorganic chemistry

Chemical Sciences / Catalysis

Complete list of metadatas

https://hal-normandie-univ.archives-ouvertes.fr/hal-02385033
Contributor : Laurent Bischoff <>
Submitted on : Thursday, November 28, 2019 - 4:06:28 PM
Last modification on : Thursday, July 2, 2020 - 3:28:37 AM

Anionic, in Situ Generation of Formaldehyde: A Very Useful and Versatile Tool in Synthesis

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Anionic, in Situ Generation of Formaldehyde: A Very Useful and Versatile Tool in Synthesis

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