Concise synthesis of fagaridine and decarine, phenolic benzo[c]phenanthridine alkaloids, using the palladium-assisted biaryl coupling reaction

Takashi Harayama; Tomonori Sato; Yuichiro Nakano; Hitoshi Abe; Yasuo Takeuchi

doi:10.3987/COM-02-S35

Concise synthesis of fagaridine and decarine, phenolic benzo[c]phenanthridine alkaloids, using the palladium-assisted biaryl coupling reaction

Takashi Harayama, Tomonori Sato, Yuichiro Nakano, Hitoshi Abe, Yasuo Takeuchi

Research output: Contribution to journal › Article › peer-review

36 Citations (Scopus)

Abstract

Total synthesis of fagaridine (5) and decarine (6), phenolic benzo[c]phenanthridine alkaloids, was accomplished via the aryl-aryl coupling reaction of bromo amides protected by an isopropyl group with palladium, followed by reduction with LiAlH₄ and treatment with conc. HCl.

Original language	English
Pages (from-to)	293-301
Number of pages	9
Journal	Heterocycles
Volume	59
Issue number	1
DOIs	https://doi.org/10.3987/COM-02-S35
Publication status	Published - Jan 1 2003

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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10.3987/COM-02-S35

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abstract = "Total synthesis of fagaridine (5) and decarine (6), phenolic benzo[c]phenanthridine alkaloids, was accomplished via the aryl-aryl coupling reaction of bromo amides protected by an isopropyl group with palladium, followed by reduction with LiAlH4 and treatment with conc. HCl.",

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AU - Harayama, Takashi

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AU - Nakano, Yuichiro

AU - Abe, Hitoshi

AU - Takeuchi, Yasuo

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AB - Total synthesis of fagaridine (5) and decarine (6), phenolic benzo[c]phenanthridine alkaloids, was accomplished via the aryl-aryl coupling reaction of bromo amides protected by an isopropyl group with palladium, followed by reduction with LiAlH4 and treatment with conc. HCl.

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Concise synthesis of fagaridine and decarine, phenolic benzo[c]phenanthridine alkaloids, using the palladium-assisted biaryl coupling reaction

Abstract

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