Abstract
The 1,3‐Dipolar cycloaddition of 3,4,5,6‐tetrahydropyridine 1‐oxide (1) to 5‐methyl‐2(5H)‐furanone (2) yields adducts 3, 4, and 5, whose stereochemistry has been established by a detailed study of their low‐temperature 1H‐NMR spectra. The major adduct, 4, arises from an exo transition state and an anti approach, indicating the dominance of steric factors over secondary orbital interactions. Copyright © 1989 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
Original language | English |
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Pages (from-to) | 1701-1704 |
Journal | Chemische Berichte |
Volume | 122 |
Issue number | 9 |
DOIs | |
Publication status | Published - 1 Jan 1989 |
Keywords
- 1,3‐Dipolar cycloaddition
- 3,4,5,6‐Tetrahydropyridine 1‐oxide
- 5‐Methyl‐2(5H)‐furanone
- Methyl sorbate