Total synthesis of (+)-neopeltolide

Haruhiko Fuwa; Shinya Naito; Tomomi Goto; Makoto Sasaki

doi:10.1002/anie.200801399

Total synthesis of (+)-neopeltolide

Haruhiko Fuwa, Shinya Naito, Tomomi Goto, Makoto Sasaki

LIF - Molecular and Chemical Life Science

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

88 Citations (Scopus)

Abstract

(Chemical Equation Presented) Rapid elaboration: (+)-Neopeltolide, a novel marine metabolite with potent cytotoxicity against several cancer cell lines, was the target of an efficient total synthesis (see scheme). The construction of the 2,4,6-trisubstituted tetrahydropyran substructure is based on a Suzuki-Miyaura coupling/ring-closing metathesis sequence. BOM = benzyloxymethyl, MPM = 4-methoxyphenylmethyl, TIPS = triisopropylsilyl.

Original language	English
Pages (from-to)	4737-4739
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	47
Issue number	25
DOIs	https://doi.org/10.1002/anie.200801399
Publication status	Published - 2008 Jun 9

Keywords

Macrolides
Natural products
Ring-closing metathesis
Suzuki-Miyaura coupling
Total synthesis

ASJC Scopus subject areas

Catalysis
Chemistry(all)

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1002/anie.200801399

Cite this

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title = "Total synthesis of (+)-neopeltolide",

abstract = "(Chemical Equation Presented) Rapid elaboration: (+)-Neopeltolide, a novel marine metabolite with potent cytotoxicity against several cancer cell lines, was the target of an efficient total synthesis (see scheme). The construction of the 2,4,6-trisubstituted tetrahydropyran substructure is based on a Suzuki-Miyaura coupling/ring-closing metathesis sequence. BOM = benzyloxymethyl, MPM = 4-methoxyphenylmethyl, TIPS = triisopropylsilyl.",

keywords = "Macrolides, Natural products, Ring-closing metathesis, Suzuki-Miyaura coupling, Total synthesis",

author = "Haruhiko Fuwa and Shinya Naito and Tomomi Goto and Makoto Sasaki",

year = "2008",

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day = "9",

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language = "English",

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T1 - Total synthesis of (+)-neopeltolide

AU - Fuwa, Haruhiko

AU - Naito, Shinya

AU - Goto, Tomomi

AU - Sasaki, Makoto

PY - 2008/6/9

Y1 - 2008/6/9

N2 - (Chemical Equation Presented) Rapid elaboration: (+)-Neopeltolide, a novel marine metabolite with potent cytotoxicity against several cancer cell lines, was the target of an efficient total synthesis (see scheme). The construction of the 2,4,6-trisubstituted tetrahydropyran substructure is based on a Suzuki-Miyaura coupling/ring-closing metathesis sequence. BOM = benzyloxymethyl, MPM = 4-methoxyphenylmethyl, TIPS = triisopropylsilyl.

AB - (Chemical Equation Presented) Rapid elaboration: (+)-Neopeltolide, a novel marine metabolite with potent cytotoxicity against several cancer cell lines, was the target of an efficient total synthesis (see scheme). The construction of the 2,4,6-trisubstituted tetrahydropyran substructure is based on a Suzuki-Miyaura coupling/ring-closing metathesis sequence. BOM = benzyloxymethyl, MPM = 4-methoxyphenylmethyl, TIPS = triisopropylsilyl.

KW - Macrolides

KW - Natural products

KW - Ring-closing metathesis

KW - Suzuki-Miyaura coupling

KW - Total synthesis

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

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ER -

Total synthesis of (+)-neopeltolide

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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