Cycloaddition Reactions of 3‐Methyloxazolium‐5‐olates to 4‐Arylidene‐5(4 H )‐isoxazolones | Zendy

Clerici Francesca | Zendy; Erba Emanuela | Zendy; Mornatti Pierluigi | Zendy; Trimarco Pasqualina | Zendy

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Cycloaddition Reactions of 3‐Methyloxazolium‐5‐olates to 4‐Arylidene‐5(4 H )‐isoxazolones

Author(s) -

Clerici Francesca,

Erba Emanuela,

Mornatti Pierluigi,

Trimarco Pasqualina

Publication year - 1989

Publication title -

chemische berichte

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 0009-2940

DOI - 10.1002/cber.19891220215

Subject(s) - chemistry , cycloaddition , nonane , pyrrole , medicinal chemistry , reaction conditions , organic chemistry , stereochemistry , catalysis

The unstable cycloadducts formed from benzylideneisoxazolones 2 and oxazolium‐5‐olates 1 undergo CO 2 elimination to afford the stereoisomeric substituted 3,7‐diazaspiro[4,4]nonane derivatives 3 , which were isolated in one case ( 3a , b ). On further reaction, compounds 3 are transformed into pyrrole‐3‐carboxylic acids 4 . Reaction paths and regiochemical behaviour are discussed.

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