- The method of preparation of enantiomerically enriched products of condensation from racemic acids or acids of the low enentiomeric purity
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The method of obtaining enantiomerically enriched condensation products consists of subjecting a racemic acid or an acid of low enantiomeric purity to the action of a condensing reagent - a chiral N-triazinylammonium tetrafluoroborate (formula 1), a chira
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Page/Page column 5
(2012/03/08)
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- The design, synthesis, and application of a chiral coupling reagent derived from strychnine for the enantioselective activation of a carboxylic group
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The concept of a chiral coupling reagent for the enantioselective synthesis of peptides with a predictable configuration and enantiomeric purity from racemic substrates is presented. The reagent was prepared by treatment of strychninium tetrafluoroborate with 2-chloro-4,6-dimethoxy-1,3,5-triazine in the presence of sodium bicarbonate yielding N-(4,6-dimethoxy-1,3,5-triazin-2-yl)strychninium tetrafluoroborate in high yield, which is stable at room temperature, and in a broad range of solvents gave enriched Z-Ala-Phe-OMe (dr from 95/5 to 60/40) in high yield with d-configuration on the alanine residue starting from rac-Z-Ala-OH.
- Kolesińska, Beata,Kasperowicz, Katarzyna,Sochacki, Marek,Mazur, Adam,Jankowski, Stefan,Kamiński, Zbigniew J.
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supporting information; experimental part
p. 20 - 22
(2010/03/03)
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- Design, synthesis, and application of enantioselective coupling reagent with a traceless chiral auxiliary
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(Chemical Equation Presented) Stable chiral N-triazinylbrucinium tetrafluoroborate enantioselectively activates racemic carboxylic acids yielding enantiomerically enriched amides, esters, and dipeptides with er from 8:92 to 0.5:99.5. Due to the departure
- Kolesinska, Beata,Kaminski, Zbigniew J.
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supporting information; experimental part
p. 765 - 768
(2009/09/06)
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