Oxetane Formation: Intermolecular Additions

Griesbeck, Axel G.; Bondock, Samir

doi:10.1002/chin.200419241

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“…Only in 1953 Büchi reported the exact identification of the product, showing that this photochemical reaction could represent an interesting synthetic process [7]. After these pioneering works, several reviews have covered the relevant papers published in this field [8,9,10,11,12,13,14,15,16,17,18,19,20,21,22,23,24].…”

Section: Introductionmentioning

confidence: 99%

Oxetane Synthesis through the Paternò-Büchi Reaction

D’Auria

Racioppi

2013

Molecules

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Abstract:The Paternò-Büchi reaction is a photochemical reaction between a carbonyl compound and an alkene to give the corresponding oxetane. In this review the mechanism of the reaction is discussed. On this basis the described use in the reaction with electron rich alkenes (enolethers, enol esters, enol silyl ethers, enanines, heterocyclic compounds has been reported. The stereochemical behavior of the reaction is particularly stressed. We pointed out the reported applications of this reaction to the synthesis of naturally occuring compounds.

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