Investigations on Regio- and Stereoselectivities in Cycloadditions Involving α-(3-Pyridyl)-N-phenylnitrone: Development of an Efficient Route to Novel Nicotine Analogues.

Investigations on regio- and stereoselec

Investigations on regio- and stereoselectivities in cycloadditions involving α- (3-pyridyl)-N-phenylnitrone: Development of an efficient route to novel nicotine analogs

✍ Gurpinder Singh; M. P. S. Ishar; Navdeep K. Girdhar; Lakhwinder Singh 📂 Article 📅 2005 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 166 KB

Thermal reactions of hitherto α-(3-pyridyl)-N-phenylnitrone (1) with mono-substituted electron-rich and electron-neutral dipolarophiles are regio-, and stereo-selective (exo-selective), controlled by LUMO -dipole -HOMO-dipolarophile interaction, and furnish syn-5-substituted-3-(3-pyridyl)-isoxazolid