Stereocontrolled synthesis of an indole moiety of sespendole and stereochemical assignment of the side chain

Masaatsu Adachi; Keiko Higuchi; Nopporn Thasana; Hitomi Yamada; Toshio Nishikawa

doi:10.1021/ol202895u

Stereocontrolled synthesis of an indole moiety of sespendole and stereochemical assignment of the side chain

Masaatsu Adachi, Keiko Higuchi, Nopporn Thasana, Hitomi Yamada, Toshio Nishikawa

研究成果: Article › 査読

22 被引用数 (Scopus)

抄録

Two possible diastereomers of the indole moiety of sespendole were synthesized from 3-hydroxy-4-nitrobenzaldehyde in a highly stereoselective manner. Comparison of ¹H and ¹³C NMR spectra of the two synthetic materials with those sespendole leads us to propose that the relative stereochemistry of the epoxyalcohol is syn.

本文言語	English
ページ（範囲）	114-117
ページ数	4
ジャーナル	Organic letters
巻	14
号	1
DOI	https://doi.org/10.1021/ol202895u
出版ステータス	Published - 2012 1月 6
外部発表	はい

ASJC Scopus subject areas

生化学
物理化学および理論化学
有機化学

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10.1021/ol202895u

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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 1H and 13C NMR spectra of the two synthetic materials with those sespendole leads us to propose that the relative stereochemistry of the epoxyalcohol is syn.",

author = "Masaatsu Adachi and Keiko Higuchi and Nopporn Thasana and Hitomi Yamada and Toshio Nishikawa",

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AU - Adachi, Masaatsu

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AU - Yamada, Hitomi

AU - Nishikawa, Toshio

PY - 2012/1/6

Y1 - 2012/1/6

N2 - Two possible diastereomers of the indole moiety of sespendole were synthesized from 3-hydroxy-4-nitrobenzaldehyde in a highly stereoselective manner. Comparison of 1H and 13C NMR spectra of the two synthetic materials with those sespendole leads us to propose that the relative stereochemistry of the epoxyalcohol is syn.

AB - Two possible diastereomers of the indole moiety of sespendole were synthesized from 3-hydroxy-4-nitrobenzaldehyde in a highly stereoselective manner. Comparison of 1H and 13C 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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Stereocontrolled synthesis of an indole moiety of sespendole and stereochemical assignment of the side chain

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