𝔖 Bobbio Scriptorium
✦   LIBER   ✦

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

✍ Scribed by Thila Lesman; Joseph Deutsch

Publisher
John Wiley and Sons
Year
1973
Tongue
English
Weight
278 KB
Volume
7
Category
Article
ISSN
1076-5174

No coin nor oath required. For personal study only.

✦ Synopsis

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.

📜 SIMILAR VOLUMES

Stereospecificity and Concertedness of R
Stereospecificity and Concertedness of Retro-Diels-Alder Fragmentation in Some Diester Systems Upon Chemical Ionization
✍ Denekamp, C.; Weisz, A.; Mandelbaum, A. 📂 Article 📅 1996 🏛 John Wiley and Sons 🌐 English ⚖ 433 KB 👁 2 views

Retro-Diels-Alder (RDA) fragmentation of cis-and tuuns-2,3diethoxycarbonyl-5,6,7,8dihenzo bicyclo [ 2.2.2 J octanes under isobutane and methane chemical ionization conditions is highly stereospecific, giving rise to protonated diethyl maleate and fumarate, respectively. This behaviour indicates a si