Stereocontrolled synthesis of an indole moiety of sespendole and stereochemical assignment of the side chain |
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| Authors: | Adachi Masaatsu Higuchi Keiko Thasana Nopporn Yamada Hitomi Nishikawa Toshio |
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| Institution: | Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464-8601, Japan. |
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| Abstract: | Two possible diastereomers of the indole moiety of sespendole were synthesized from 3-hydroxy-4-nitrobenzaldehyde in a highly stereoselective manner. Comparison of (1)H and (13)C NMR spectra of the two synthetic materials with those sespendole leads us to propose that the relative stereochemistry of the epoxyalcohol is syn. |
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