Synthesis of Substituted Tetrahydropyrans via Intermolecular Reactions of 
δ-Halocarbanions with Aldehydes

Barbasiewicz, M; Brud, AJ; Makosza, M

doi:10.1055/s-2007-965972

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Synthesis of Substituted Tetrahydropyrans via Intermolecular Reactions of δ-Halocarbanions with Aldehydes

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https://www.thieme-connect.de/products/ejournals/html/10.1055/s-2007-965972
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Citation

Barbasiewicz, M., Brud, A., & Makosza, M. (2007). Synthesis of Substituted Tetrahydropyrans via Intermolecular Reactions of δ-Halocarbanions with Aldehydes. Synthesis, 2007(8), 1209-1213. doi:10.1055/s-2007-965972.

Cite as: https://hdl.handle.net/11858/00-001M-0000-0013-CE05-9

Abstract

Intramolecular substitution in δ-halocarbanions leading to cyclobutanes is a relatively slow process, thus they readily add to carbonyl groups; the thus-produced anionic adducts cyclize to tetrahydropyran derivatives. A simple mechanistic discussion, optimization of the reaction conditions, and scope of the reaction is presented.