Thermal valence rearrangements of heterocycles, 3. A key aziridine intermediate of the Δ 4 ‐isoxazoline‐pyrrole rearrangement | Zendy

Mullen George B. | Zendy; Bennett Grace A. | Zendy; Georgiev Vassil St. | Zendy

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Thermal valence rearrangements of heterocycles, 3. A key aziridine intermediate of the Δ 4 ‐isoxazoline‐pyrrole rearrangement

Author(s) -

Mullen George B.,

Bennett Grace A.,

Georgiev Vassil St.

Publication year - 1990

Publication title -

liebigs annalen der chemie

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 0170-2041

DOI - 10.1002/jlac.199019900117

Subject(s) - chemistry , aziridine , pyrrole , cope rearrangement , valence (chemistry) , sigmatropic reaction , adamantane , rearrangement reaction , carroll rearrangement , stereochemistry , ring (chemistry) , photochemistry , organic chemistry , catalysis

Utilizing the spiro[adamantane‐Δ 4 ‐isoxazoline] precursor 10 , a key 2‐acylaziridine intermediate ( 11 ) has been isolated, thus providing conclusive evidence that an initial ring contraction may be considered to be the first step of the Δ 4 ‐isoxazoline‐pyrrole rearrangement.

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