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Issue 13, 1992
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The absolute stereochemistries of (+)-toddalolactone and its related chiral coumarins from Toddalia asiatica(L.) Lam. (T. aculeata Pers.) and their optical purities

Hisashi Ishii,  Jun-Ichi Kobayashi,  Eri Sakurada (nee Kawanabe)  and  Tsutomu Ishikawa 

Abstract

The absolute stereochemistries of (+)-toddalolactone (+)-1 and its related chiral coumarins [(+)-toddanol (+)-2, (+)-6-(2-hydroxy-3-methoxy-3-methylbutyl)-5,7-dimethoxycoumarin (+)-3, (+)-6-(3-chloro-2-hydroxy-3-methylbutyl)-5,7-dimethoxycoumarin (+)-4 and (–)-aculeatin (–)-5], isolated from Toddalia asiatica(L.) Lam. (T. aculeata Pers.), have been determined as R by ozonolysis of (+)-1 and by the chemical intercorrelation. Their optical purities were estimated by means of an 1H NMR lanthanoid induced shift study using Eu(hfbc)3.

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Article type: Paper
DOI: 10.1039/P19920001681
Citation: J. Chem. Soc., Perkin Trans. 1, 1992,0, 1681-1684
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    The absolute stereochemistries of (+)-toddalolactone and its related chiral coumarins from Toddalia asiatica(L.) Lam. (T. aculeata Pers.) and their optical purities

    H. Ishii, J. Kobayashi, E. Sakurada (nee Kawanabe) and T. Ishikawa, J. Chem. Soc., Perkin Trans. 1, 1992, 0, 1681
    DOI: 10.1039/P19920001681

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