Total synthesis of (-)-FR182877 through tandem IMDA-IMHDA reactions and stereoselective transition-metal-mediated transformations

Natsumi Tanaka; Takahiro Suzuki; Takehiko Matsumura; Yosuke Hosoya; Masahisa Nakada

doi:10.1002/anie.200900097

Total synthesis of (-)-FR182877 through tandem IMDA-IMHDA reactions and stereoselective transition-metal-mediated transformations

Natsumi Tanaka^*, Takahiro Suzuki, Takehiko Matsumura, Yosuke Hosoya, Masahisa Nakada

^*Corresponding author for this work

School of Advanced Science and Engineering

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

33 Citations (Scopus)

Abstract

Intelligent design: The total synthesis of the cytotoxic (-)- FR182877 relies on 1) tandem Diels-Alder reactions to close rings A-D (see scheme), 2) a palladium-mediated 7- exo-trig reaction, and 3) an iridium-mediated isomerization followed by epimerization and stereoselective reduction.

Original language	English
Pages (from-to)	2580-2583
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	48
Issue number	14
DOIs	https://doi.org/10.1002/anie.200900097
Publication status	Published - 2009 Mar 23

Keywords

Antitumor Agents
Cycloaddition
Natural products
Polycycles
Strained molecules

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/anie.200900097

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AU - Nakada, Masahisa

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KW - Natural products

KW - Polycycles

KW - Strained molecules

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Total synthesis of (-)-FR182877 through tandem IMDA-IMHDA reactions and stereoselective transition-metal-mediated transformations

Abstract

Keywords

ASJC Scopus subject areas

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