Title of article :
Synthesis of triterpenoid-based 1,2,4-trioxolanes and 1,2,4-dioxazolidines by ozonolysis of allobetulin derivatives
Author/Authors :
Kazakova، نويسنده , , Oxana B. and Kazakov، نويسنده , , Dmitri V. and Yamansarov، نويسنده , , Emil Yu. and Medvedeva، نويسنده , , Natal’ya I. and Tolstikov، نويسنده , , Genrikh A. and Suponitsky، نويسنده , , Kyrill Yu. and Arkhipov، نويسنده , , Dmitri E.، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2011
Abstract :
Oxidation of allobetulin derivatives with ozone results in good isolated yields of 1,2,4-trioxolanes and stable 1,2,4-dioxazolidines. Individual 3R,5R and 3S,5S diastereoisomers of allobetulin secondary ozonides were isolated and their structures confirmed by X-ray crystallographic analysis. Remarkable diastereoselectivity with formation of only the (3S,5S)-configured peroxides was observed during the oxidation of 1,5-di-O-methoxyoximinoallobetulin to dioxazolidines.
Keywords :
Peroxides , 2 , 1 , 4-Trioxolanes , 2 , 4-Dioxazolidines , Ozonolysis , natural products , Triterpenoids , Betulin , Antimalarials , 1
Journal title :
Tetrahedron Letters
Journal title :
Tetrahedron Letters
