An overview of the total synthesis of africane-type sesquiterpenoids

Yutaka Matsuda; Yoko Saikawa; Masaya Nakata

doi:10.1016/j.tetlet.2018.05.048

An overview of the total synthesis of africane-type sesquiterpenoids

Yutaka Matsuda, Yoko Saikawa, Masaya Nakata

Department of Applied Chemistry

Research output: Contribution to journal › Review article › peer-review

5 Citations (Scopus)

Abstract

Africane-type sesquiterpenoids consist of a bicyclo[5.3.0]decane structure and have been isolated from various natural environments. Their characteristic C–C bond motifs, including a seven-membered ring core, fascinate many synthetic organic chemists. Thirteen total syntheses have been reported over the past four decades. The purpose of this digest is to provide an overview of these total syntheses of africane-type sesquiterpenoids, with an emphasis on methods for constructing the seven-membered ring structure.

Original language	English
Pages (from-to)	2377-2386
Number of pages	10
Journal	Tetrahedron Letters
Volume	59
Issue number	25
DOIs	https://doi.org/10.1016/j.tetlet.2018.05.048
Publication status	Published - 2018 Jun 20

Keywords

Africane
Medium-sized ring formation
Sesquiterpenoids
Total synthesis

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2018.05.048

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N2 - Africane-type sesquiterpenoids consist of a bicyclo[5.3.0]decane structure and have been isolated from various natural environments. Their characteristic C–C bond motifs, including a seven-membered ring core, fascinate many synthetic organic chemists. Thirteen total syntheses have been reported over the past four decades. The purpose of this digest is to provide an overview of these total syntheses of africane-type sesquiterpenoids, with an emphasis on methods for constructing the seven-membered ring structure.

AB - Africane-type sesquiterpenoids consist of a bicyclo[5.3.0]decane structure and have been isolated from various natural environments. Their characteristic C–C bond motifs, including a seven-membered ring core, fascinate many synthetic organic chemists. Thirteen total syntheses have been reported over the past four decades. The purpose of this digest is to provide an overview of these total syntheses of africane-type sesquiterpenoids, with an emphasis on methods for constructing the seven-membered ring structure.

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An overview of the total synthesis of africane-type sesquiterpenoids

Abstract

Keywords

ASJC Scopus subject areas

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