On the Conformation of Fused Five-Membered Heterocyclic Rings Derived from the Intramolecular Oxime Olefin Cycloaddition Reaction

DOI: 10.1021/jo00069a011

Source and publish data:

Journal of Organic Chemistry p. 4539 - 4546 (1993)

Update date:2022-08-02

Topics: Regioselectivity Column chromatography Yield Catalyst Stereochemistry Olefin Conformation Heteroatom TLC (thin-layer chromatography) Oxime X-ray crystallography Cycloaddition Activation Energy Reaction Optimization Solvent Effect Mechanistic study NMR spectroscopy (Nuclear Magnetic Resonance) DFT Calculations (Density Functional Theory)

Authors:

Hassner, Alfred

Maurya, Rakesh

Friedman, Oded

Gottlieb, Hugo E.

Padwa, Albert

Austin, David

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Article abstract of DOI:10.1021/jo00069a011

Thermal intramolecular oxime olefin cycloaddition of α-allylamino aldoximes and ketoximes 4 led stereospecifically to formation of oxadiazabicyclo<3.3.0>octanes 6.The presence of heteroatoms in these bicyclic fused 5-membered rings permits for the first t

Full text of DOI:10.1021/jo00069a011

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