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Ion–molecule reaction in the gas phase 4—Stereospecific nucleophilic substitution under ammonia chemical ionization conditions from diastereomeric methyl and benzyl ethers of 3-hydroxy steroids

✍ Scribed by Jean-Claude Tabet; Yves Tondeur; Yutaka Hirano; Annemarie Wegmann; Pierre Tecon; Carl Djerassi

Publisher
John Wiley and Sons
Year
1984
Tongue
English
Weight
869 KB
Volume
19
Category
Article
ISSN
1076-5174

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Ion–molecule reactions in the gas phase.
Ion–molecule reactions in the gas phase. XVIII.—nucleophilic substitution of diastereomeric norborneols, norbornyl acetates and benzoates under ammonia chemical ionization
✍ Dominique Despeyroux; Richard B. Cole; Jean-Claude Tabet 📂 Article 📅 1992 🏛 John Wiley and Sons 🌐 English ⚖ 955 KB

The comparative behaviour of the endo-and exo-norborneols and diastereomeric derivatives (acetates and benzoates) towards the NHJNH,' system was investigated. It appears that the proton affinity (PA) of the substrate relative to PA(NH,) strongly influences competition between the protonation and nuc