Novel Ring Expansion Reaction of Epoxides and Oxetanes Accompanied by Rearrangement of Ethereal Functional Groups

Itoh, Akichika; Hirose, Y; Kashiwagi, Hirotaka; Yoshio, Masaki

doi:10.3987/com-94-6848

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Oxetane Ring Expansions1

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1995

2023

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Cited by 16 publications

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“…Subsequently, several other groups demonstrated the use of ethers or peroxides as nucleophiles in intramolecular opening of oxetanes, providing other oxygen-containing heterocycles. Masaki reported a Lewis-acid mediated process with an oxygen nucleophile, accompanied by transfer of ethereal benzylic and allylic groups, to access several cyclic ethers . A general protocol for stereoselective synthesis of 1,2-dioxolanes and 1,2-dioxanes was developed by Dussault through cyclization of oxetane hydroperoxides .…”

Section: Oxetane Ring Expansionsmentioning

confidence: 99%

Recent Applications of Oxetanes in the Synthesis of Heterocyclic Compounds

2015

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Section: Oxetane Ring Expansionsmentioning

confidence: 99%

Recent Applications of Oxetanes in the Synthesis of Heterocyclic Compounds

2015

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ChemInform Abstract: Novel Ring Expansion Reaction of Epoxides and Oxetanes Accompanied by Rearrangement of Ethereal Funtional Groups.

et al. 1995

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The Paternò‐Büchi Reaction of 3‐Heteroatom‐Substituted Alkenes as A Stereoselective Entry to Polyfunctional Cyclic and Acyclic Molecules

Bach

1997

Liebigs Ann./Recl.

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The preparation of 3-heteroatom-substituted oxetanes by the yield, is possible. Since the oxetane formation proceeds stePaterno-Buchi reaction, and their application in synthesis are reoselectively, diastereomerically pure products are readily reviewed. 3-Oxetanols and 3-aminooxetanes are the two accessible, which can then be used in further transformamost important oxetanes in this respect. By tuning the elec-tions. To this end, regioselective ring-opening reactions have tronic properties of the enol and enamine substrates, a SUC-been developed, some of which will be discussed in this accessful photocycloaddition to carbonyl compounds, with high count.

show abstract

Novel Ring Expansion Reaction of Epoxides and Oxetanes Accompanied by Rearrangement of Ethereal Functional Groups

Cited by 16 publications

References 0 publications

Recent Applications of Oxetanes in the Synthesis of Heterocyclic Compounds

Recent Applications of Oxetanes in the Synthesis of Heterocyclic Compounds

ChemInform Abstract: Novel Ring Expansion Reaction of Epoxides and Oxetanes Accompanied by Rearrangement of Ethereal Funtional Groups.

The Paternò‐Büchi Reaction of 3‐Heteroatom‐Substituted Alkenes as A Stereoselective Entry to Polyfunctional Cyclic and Acyclic Molecules

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