Open Access Open Access  Restricted Access Subscription Access

REGIO- AND STEREOSELECTIVE SYNTHESIS OF NITROFUNCTIONALIZED 1,2-OXAZOLIDINE ANALOGS OF NICOTINE

Agnieszka Fryźlewicz, Agnieszka Łapczuk-Krygier, Karolina Kula, Oleg M. Demchuk, Ewa Dresler, Radomir Jasiński
Cover Image

Abstract


(E)-3,3,3-Trichloro-1-nitroprop-1-ene undergoes [3+2] cycloaddition reaction with N-aryl(pyridin-3-yl) nitrones under mild conditions. The reaction is fully regio- and stereoselective and gives expected nitro-substituted nicotine analogs with 3,4-cis-4,5-trans-stereoconfiguration.


Keywords


nicotine analogs; nitroalkenes; nitrones; 1,2-oxazolidines; [3+2] cycloaddition.

Full Text: PDF Supplementary File(s): None


 

 

Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv