Application of intramolecular Dötz reaction to the synthesis of ansa-compounds: concise synthesis of arnebinol

Masahito Watanabe; Kyosuke Tanaka; Yoko Saikawa; Masaya Nakata

doi:10.1016/j.tetlet.2006.11.059

Application of intramolecular Dötz reaction to the synthesis of ansa-compounds: concise synthesis of arnebinol

Masahito Watanabe, Kyosuke Tanaka, Yoko Saikawa, Masaya Nakata

Department of Applied Chemistry

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

11 Citations (Scopus)

Abstract

Fischer carbene complexes having long alkynyloxy chains regioselectively produced oxametacyclophanes via the intramolecular Dötz reaction. The utility of this reaction was demonstrated in the synthesis of arnebinol, an ansa-type terpenoid, from geranyl acetate in six steps.

Original language	English
Pages (from-to)	203-206
Number of pages	4
Journal	Tetrahedron Letters
Volume	48
Issue number	2
DOIs	https://doi.org/10.1016/j.tetlet.2006.11.059
Publication status	Published - 2007 Jan 8

Keywords

Ansa-compound
Arnebinol
Dötz reaction
Fischer carbene complex

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2006.11.059

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abstract = "Fischer carbene complexes having long alkynyloxy chains regioselectively produced oxametacyclophanes via the intramolecular D{\"o}tz reaction. The utility of this reaction was demonstrated in the synthesis of arnebinol, an ansa-type terpenoid, from geranyl acetate in six steps.",

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author = "Masahito Watanabe and Kyosuke Tanaka and Yoko Saikawa and Masaya Nakata",

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AU - Watanabe, Masahito

AU - Tanaka, Kyosuke

AU - Saikawa, Yoko

AU - Nakata, Masaya

PY - 2007/1/8

Y1 - 2007/1/8

N2 - Fischer carbene complexes having long alkynyloxy chains regioselectively produced oxametacyclophanes via the intramolecular Dötz reaction. The utility of this reaction was demonstrated in the synthesis of arnebinol, an ansa-type terpenoid, from geranyl acetate in six steps.

AB - Fischer carbene complexes having long alkynyloxy chains regioselectively produced oxametacyclophanes via the intramolecular Dötz reaction. The utility of this reaction was demonstrated in the synthesis of arnebinol, an ansa-type terpenoid, from geranyl acetate in six steps.

KW - Ansa-compound

KW - Arnebinol

KW - Dötz reaction

KW - Fischer carbene complex

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JF - Tetrahedron Letters

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ER -

Application of intramolecular Dötz reaction to the synthesis of ansa-compounds: concise synthesis of arnebinol

Abstract

Keywords

ASJC Scopus subject areas

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