An enyne metathesis/Diels-Alder reaction sequence towards the synthesis of cup-shaped 5/5/6-tricyclic architectures

Laurent Evanno; Alexandre Deville; Bernard Bodo; Bastien Nay

doi:10.1016/j.tetlet.2007.04.107

An enyne metathesis/Diels-Alder reaction sequence towards the synthesis of cup-shaped 5/5/6-tricyclic architectures

Laurent Evanno, Alexandre Deville, Bernard Bodo, Bastien Nay

CNRS/Museum National d'Histoire Naturelle/IRD/UPMC

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

Abstract

A strategy to synthesize the 5/5/6-tricyclic framework of presilphiperfolane natural products is described, involving a model dienyne compound (I). The key steps are an enyne metathesis reaction to introduce the diene part and a Diels-Alder cycloaddition to reveal the tricyclic architecture.

Original language	English
Pages (from-to)	4331-4333
Number of pages	3
Journal	Tetrahedron Letters
Volume	48
Issue number	25
DOIs	https://doi.org/10.1016/j.tetlet.2007.04.107
Publication status	Published - 18 Jun 2007
Externally published	Yes

Keywords

Carbonylation
Catalysis
Diels-Alder cycloaddition
Enyne metathesis
Fused tricyclic structure

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10.1016/j.tetlet.2007.04.107

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title = "An enyne metathesis/Diels-Alder reaction sequence towards the synthesis of cup-shaped 5/5/6-tricyclic architectures",

abstract = "A strategy to synthesize the 5/5/6-tricyclic framework of presilphiperfolane natural products is described, involving a model dienyne compound (I). The key steps are an enyne metathesis reaction to introduce the diene part and a Diels-Alder cycloaddition to reveal the tricyclic architecture.",

keywords = "Carbonylation, Catalysis, Diels-Alder cycloaddition, Enyne metathesis, Fused tricyclic structure",

author = "Laurent Evanno and Alexandre Deville and Bernard Bodo and Bastien Nay",

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AU - Evanno, Laurent

AU - Deville, Alexandre

AU - Bodo, Bernard

AU - Nay, Bastien

PY - 2007/6/18

Y1 - 2007/6/18

N2 - A strategy to synthesize the 5/5/6-tricyclic framework of presilphiperfolane natural products is described, involving a model dienyne compound (I). The key steps are an enyne metathesis reaction to introduce the diene part and a Diels-Alder cycloaddition to reveal the tricyclic architecture.

AB - A strategy to synthesize the 5/5/6-tricyclic framework of presilphiperfolane natural products is described, involving a model dienyne compound (I). The key steps are an enyne metathesis reaction to introduce the diene part and a Diels-Alder cycloaddition to reveal the tricyclic architecture.

KW - Carbonylation

KW - Catalysis

KW - Diels-Alder cycloaddition

KW - Enyne metathesis

KW - Fused tricyclic structure

U2 - 10.1016/j.tetlet.2007.04.107

DO - 10.1016/j.tetlet.2007.04.107

M3 - Article

AN - SCOPUS:34248648753

SN - 0040-4039

VL - 48

SP - 4331

EP - 4333

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 25

ER -

An enyne metathesis/Diels-Alder reaction sequence towards the synthesis of cup-shaped 5/5/6-tricyclic architectures

Abstract

Keywords

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