, volume 68 , issue 26 , pages 5185-5192

Highly asymmetric synthesis of (+)-corsifuran A. Elucidation of the electronic requirements in the Ruthenium–NHC catalyzed hydrogenation of benzofurans

Nuria Ortega ¹

Bernhard Beiring ¹

Slawomir Urban ¹

Frank Glorius ¹

Hide authors affiliations Show authors affiliations: 1 affiliation

Organisch‐Chemisches Institut der Westfälischen Wilhelms‐Universität Münster, Corrensstrasse 40, 48149 Münster, Germany |

Publication type: Journal Article

Publication date: 2012-07-01

Elsevier

Tetrahedron

scimago Q3

wos Q2

SJR: 0.426

CiteScore: 4.1

Impact factor: 2.2

ISSN: 00404020, 14645416

DOI: 10.1016/j.tet.2012.03.109

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Organic Chemistry

Drug Discovery

Biochemistry

Abstract

A short and efficient synthesis of ent-corsifuran A by a highly asymmetric hydrogenation of a benzofuran precursor is reported. In addition, the electronic influence of the substituents on the asymmetric hydrogenation of benzofurans is provided. Whereas the hydrogenation of electron-deficient benzofurans was achieved under very mild conditions, the presence of electron-donating groups in the benzofuran required harsher reaction conditions for achieving full conversion to the 2,3-dihydrobenzofuran.

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Ivanov Andrey

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A.E. Favorsky Irkutsk Institute of Chemistry of the Siberian Branch of the Russian Academy of Sciences

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Ortega N. et al. Highly asymmetric synthesis of (+)-corsifuran A. Elucidation of the electronic requirements in the Ruthenium–NHC catalyzed hydrogenation of benzofurans // Tetrahedron. 2012. Vol. 68. No. 26. pp. 5185-5192.

GOST all authors (up to 50) Copy

Ortega N., Beiring B., Urban S., Glorius F. Highly asymmetric synthesis of (+)-corsifuran A. Elucidation of the electronic requirements in the Ruthenium–NHC catalyzed hydrogenation of benzofurans // Tetrahedron. 2012. Vol. 68. No. 26. pp. 5185-5192.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1016/j.tet.2012.03.109

UR - https://doi.org/10.1016/j.tet.2012.03.109

TI - Highly asymmetric synthesis of (+)-corsifuran A. Elucidation of the electronic requirements in the Ruthenium–NHC catalyzed hydrogenation of benzofurans

T2 - Tetrahedron

AU - Ortega, Nuria

AU - Beiring, Bernhard

AU - Urban, Slawomir

AU - Glorius, Frank

PY - 2012

DA - 2012/07/01

PB - Elsevier

SP - 5185-5192

IS - 26

VL - 68

SN - 0040-4020

SN - 1464-5416

ER -

BibTex |

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BibTex (up to 50 authors) Copy

@article{2012_Ortega,

author = {Nuria Ortega and Bernhard Beiring and Slawomir Urban and Frank Glorius},

title = {Highly asymmetric synthesis of (+)-corsifuran A. Elucidation of the electronic requirements in the Ruthenium–NHC catalyzed hydrogenation of benzofurans},

journal = {Tetrahedron},

year = {2012},

volume = {68},

publisher = {Elsevier},

month = {jul},

url = {https://doi.org/10.1016/j.tet.2012.03.109},

number = {26},

pages = {5185--5192},

doi = {10.1016/j.tet.2012.03.109}

}

MLA

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MLA Copy

Ortega, Nuria, et al. “Highly asymmetric synthesis of (+)-corsifuran A. Elucidation of the electronic requirements in the Ruthenium–NHC catalyzed hydrogenation of benzofurans.” Tetrahedron, vol. 68, no. 26, Jul. 2012, pp. 5185-5192. https://doi.org/10.1016/j.tet.2012.03.109.

Publisher

Elsevier

Journal

Tetrahedron

scimago Q3

wos Q2

SJR

0.426

CiteScore

4.1

Impact factor

2.2

ISSN

00404020 (Print)

14645416 (Electronic)