three-component procedure for the synthesis chiral spirooxindolopyrrolizidines via catalytic highly enantioselective 1,3-dipolar cycloaddition of azomethineylides and 3-(2-alkenoyl)-1,3-oxazolidin-2-ones

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abstract

the catalytic highly regio-, diastereo-, and enantioselective synthesis of a small library of spiropyrrolizidineoxindolesvia a four-component 1,3-dipolar cycloaddition reactionof azomethineylides, derived from isatin, with electron-deficient dipolarophilewas described. the process occurs at room temperature in aqueous ethanol as a green solvent and in the presence of a bidendatebis(imine)–cu(ii)triflate complex as catalyst.the reaction mechanism is discussedon the basis of the assignment of the absolute configuration of the cycloadducts.

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Journal title:
international journal of bio-inorganic hybrid nanomaterials

جلد ۲، شماره ۴، صفحات ۵۰۳-۵۱۰

Keywords
[ ' c h i r a l s p i r o ' , ' o x i n d o l o p y r r o l i z i d i n e s ' , ' a s y m m e t r i c 1 ' , 3 , ' d i p o l a r ' , ' c h i r a l a u x i l i a r i e s ' , ' a z o m e t h i n e y l i d e ' , ' t h r e e ' , ' c o m p o n e n t r e a c t i o n ' , ' p r o l i n e ' , ' s a r c o s i n e ' ]

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