Stereoselective total syntheses of (-)-desoxoprosopinine and (-)-desoxoprosophylline: palladium(O)-catalyzed intramolecular N-alkylation for the key piperidine ring formation

Ken ichi Takao; Yuya Nigawara; Emiko Nishino; Izumi Takagi; Koji Maeda; Kin ichi Tadano; Seiichiro Ogawa

doi:10.1016/S0040-4020(01)85638-6

Stereoselective total syntheses of (-)-desoxoprosopinine and (-)-desoxoprosophylline: palladium(O)-catalyzed intramolecular N-alkylation for the key piperidine ring formation

Ken ichi Takao, Yuya Nigawara, Emiko Nishino, Izumi Takagi, Koji Maeda, Kin ichi Tadano, Seiichiro Ogawa

応用化学科

研究成果: Article › 査読

74 被引用数 (Scopus)

抄録

Intramolecular N-alkylation of D-glucose-derived substrate 21E proceeded in an S_N2′ mode smoothly in the presence of a Pd(O)catalyst and n-Bu₄NI. The major cyclization product, a 2,6-dialkylated piperidine 22t, was effectively converted into the title alkaloids.

本文言語	English
ページ（範囲）	5681-5704
ページ数	24
ジャーナル	Tetrahedron
巻	50
号	19
DOI	https://doi.org/10.1016/S0040-4020(01)85638-6
出版ステータス	Published - 1994

ASJC Scopus subject areas

生化学
創薬
有機化学

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10.1016/S0040-4020(01)85638-6

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「Stereoselective total syntheses of (-)-desoxoprosopinine and (-)-desoxoprosophylline: palladium(O)-catalyzed intramolecular N-alkylation for the key piperidine ring formation」の研究トピックを掘り下げます。これらがまとまってユニークなフィンガープリントを構成します。

引用スタイル

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abstract = "Intramolecular N-alkylation of D-glucose-derived substrate 21E proceeded in an SN2′ mode smoothly in the presence of a Pd(O)catalyst and n-Bu4NI. The major cyclization product, a 2,6-dialkylated piperidine 22t, was effectively converted into the title alkaloids.",

author = "Takao, {Ken ichi} and Yuya Nigawara and Emiko Nishino and Izumi Takagi and Koji Maeda and Tadano, {Kin ichi} and Seiichiro Ogawa",

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AU - Takao, Ken ichi

AU - Nigawara, Yuya

AU - Nishino, Emiko

AU - Takagi, Izumi

AU - Maeda, Koji

AU - Tadano, Kin ichi

AU - Ogawa, Seiichiro

PY - 1994

Y1 - 1994

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AB - Intramolecular N-alkylation of D-glucose-derived substrate 21E proceeded in an SN2′ mode smoothly in the presence of a Pd(O)catalyst and n-Bu4NI. The major cyclization product, a 2,6-dialkylated piperidine 22t, was effectively converted into the title alkaloids.

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