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NMR long-range coupling and shift effects in the assignment of stereochemistry to 3-substituted 5,6-dehydroisoquinuclidines

✍ Scribed by Grant Krow; Ronald Rodebaugh


Publisher
John Wiley and Sons
Year
1973
Tongue
English
Weight
219 KB
Volume
5
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

The complementary NMR techniques of long‐range W‐plan coupling and substituent shift effects on nearby olefinic hydrogens have been used to assign the stereochemistry of 3‐phenyl‐ and 3‐acetyl‐dehydroisoquinuclidines (2 to 5).


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1H NMR long-range coupling in the assign
✍ T. Połoński 📂 Article 📅 1984 🏛 John Wiley and Sons 🌐 English ⚖ 323 KB

Long-range couplings were observed between protons attached to c-2 and c-5 of the 4-imidazolidinone ring. Smce 45(25) has a measurable value only for a trans arrangement of H-2 and H-5, this coupling can be utilized as an easy method of identification of 4-imidazolidinone stereoisomers.