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- W3049681 abstract "Prepared (-)-menthyl - bromoacetate underwent a nucleophilicsubstitution reaction with the phenanthridine nitrogen atomunder formation of N-(-)-menthyloxy-carbonylmethylphenanthridinium.Generated azomethine ylides were searched inreactions with various olefines.Determination of relativeconfiguration on atoms has been based on NMR measurements ofinteraction constants values. Non-symmetrical dipolarophilesare expected to form two regioisomers. Their formation has beendetermined by COSY and HMBC experiments based on H atomsinteractions with carbonyl and nitrile carbon atom bound at C1and C2 atoms, respectively. In all the cases only oneregioisomer has been found. Chromatographically purifiedcompounds were separated by HPLC on nonracemic sorbent based oncellulose. A detector UV (260 nm) and JASCO CD 995 (260 nm) foridentification of enantiomers were used." @default.
- W3049681 created "2016-06-24" @default.
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- W3049681 date "2001-01-01" @default.
- W3049681 modified "2023-09-23" @default.
- W3049681 title "Search for Dipolarophile Structure Influence uponStereochemistry of Cycloadducts in 1,3-Dipolar Cycloaddition ofAzomethine Ylides Generated from N-(-)-Menthyloxycarbonylmethylphenanthridinium" @default.
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