Stereospecific hydrogen migration in retro‐diels‐alder fragmentation of some polycyclic imides

Thila Lesman*, Joseph Deutsch

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

5 Scopus citations

Abstract

A stereospecific ‘retro‐Diels‐Alder’ fragmentation followed by hydrogen migration was found in the mass spectra of imides and phenyl imides of decahydroindacene 4,5‐dicarboxylic acid. The fragmentation involves a one hydrogen atom rearrangement when the charge is retained on the diene moiety and double hydrogen rearrangement when the charge is on the dienophilic moiety.

Original languageEnglish
Pages (from-to)1321-1327
Number of pages7
JournalJournal of Mass Spectrometry
Volume7
Issue number12
DOIs
StatePublished - Dec 1973

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