Isovanillin derived N-(un)substituted hydroxylamines possessing an ortho-allylic group: valuable precursors to bioactive N-heterocycles

Dulla, Balakrishna and Tangellamudi, Neelima D. and Balasubramanian, Sridhar and Yellanki, Swapna and Medishetti, Raghavender and Banote, Rakesh Kumar and Chaudhari, Girish Hari and Kulkarni, Pushkar and Iqbal, Javed and Reiser, Oliver and Pal, Manojit (2014) Isovanillin derived N-(un)substituted hydroxylamines possessing an ortho-allylic group: valuable precursors to bioactive N-heterocycles. ORGANIC & BIOMOLECULAR CHEMISTRY, 12 (16). pp. 2552-2558. ISSN 1477-0520, 1477-0539

Full text not available from this repository. (Request a copy)

Abstract

The intramolecutar 1,3-dipolar cycloaddition of isovanillin derived N-aryl hydroxylamines possessing ortho-allylic dipolarophites affords novel benzo analogues of tricyclic isoxazolidines that can be readily transformed into functionalized lactams, gamma-aminoalcohols and oxazepines. The corresponding N-unsubstituted hydroxylamines give rise to tetrahydroisoquinolines. Anxiogenic properties of these compounds are tested in zebra fish.

Item Type: Article
Uncontrolled Keywords: INTRAMOLECULAR 1,3-DIPOLAR CYCLOADDITION; BETA-AMINO ACIDS; STEREOSELECTIVE-SYNTHESIS; ADULT ZEBRAFISH; NITRONES; ISOXAZOLIDINES; DERIVATIVES;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Depositing User: Dr. Gernot Deinzer
Date Deposited: 13 Nov 2019 15:08
Last Modified: 13 Nov 2019 15:08
URI: https://pred.uni-regensburg.de/id/eprint/10288

Actions (login required)

View Item View Item