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

Chemistry of Heterocyclic Compounds（2020）

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摘要

( 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.

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关键词

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

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