天然有機化合物討論会講演要旨集
Online ISSN : 2433-1856
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8 新規軸性キラル試薬による絶対配置決定法の開発(口頭発表の部)
福井 博喜石塚 健福士 幸冶田原 哲士木村 純二
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会議録・要旨集 フリー

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Scince modified Mosher's method was reorted an 1991, many reports have been pubished on the NMR methods that enable the elucidation of the absolute configuration of chiral alchols, amines, carboxylic acids, diols, and sulfoxides. Most of these reports showed us that the derivatives of α-methoxy-α-(trifluoromethyl)phenylacetic acid (MTPA) are powerful tools to deteremine the absolute configuration and widly apllicable to various kind of compounds. On the other hand, our group has developed alternative method to deteremined absolute configuration by using of axially chiral reagents like binaphthalene derivatives, and the methodlogy to elucidate the stereochemistry of chiral alcohols, cyclic chiral alkens, and α-exo-methylene-γ-lactone by using NOEs have been developed. In this synposium, we will present the new methodlogy for the determinations of absolute stereochemisties of diols and β-chiral primary alcohols with axially chiral reagent: MBC (1) and MBCA (2), which derivatize them to collesponding acetals and esters, respectively. NOE correlations of the derivatives revealed their configuration, and it means that the absolute configurations of the diols and β-chiral primary alcohols are determined, because the stereochemistry of the reagents were known. In addition, we propose determinations of the absolute configuration of α-chiral and β-chiral primary amines with 1.

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© 2009 天然有機化合物討論会電子化委員会
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