Chemistry - A European Journal, volume 15, issue 21, pages 5208-5211

Rh^I-Catalyzed Regio- and Stereospecific Carbonylation of 1-(1-Alkynyl)cyclopropyl Ketones: A Modular Entry to Highly Substituted 5,6-Dihydrocyclopenta[c]furan-4-ones

Yanqing Zhang ¹

Zuliang Chen ¹

Yuanjing Xiao ¹

Junliang Zhang ^{2, 3}

Hide authors affiliations Show authors affiliations: 3 affiliations

Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, 3663 N. Zhongshan Road, Shanghai 200062, P.R. China, Fax: (+86) 21-6223-3213 |

Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, 3663 N. Zhongshan Road, Shanghai 200062 (P.R. China), Fax: (+86) 21-6223-3213 |

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, (P.R. China) |

Publication type: Journal Article

Publication date: 2009-05-18

Wiley

Journal: Chemistry - A European Journal

Quartile SCImago

Quartile WOS

Impact factor: 4.3

ISSN: 09476539, 15213765

DOI: 10.1002/chem.200900413

Copy DOI

General Chemistry

Catalysis

Organic Chemistry

Abstract

Efficient route: A novel Rh(I)-catalyzed regio- and stereospecific carbonylation reaction of (1-alkynyl)cyclopropyl ketones by selective activation of a carbon-carbon sigma bond of the cyclopropane ring was demonstrated (see scheme). This method provides a general, efficient, stereoselective route to synthesise 1,3,5-trisubstituted and 1,3,5,6-tetrasubstituted 5,6-dihydrocyclopenta[c]furan-4-one with convertible functional groups.

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Citations by journals

	1 2 3 4 5 6
Organic and Biomolecular Chemistry	Organic and Biomolecular Chemistry, 6, 8.22% Organic and Biomolecular Chemistry 6 publications, 8.22%
Angewandte Chemie - International Edition	Angewandte Chemie - International Edition, 5, 6.85% Angewandte Chemie - International Edition 5 publications, 6.85%
Angewandte Chemie	Angewandte Chemie, 5, 6.85% Angewandte Chemie 5 publications, 6.85%
Chemistry - A European Journal	Chemistry - A European Journal, 5, 6.85% Chemistry - A European Journal 5 publications, 6.85%
Chemical Communications	Chemical Communications, 4, 5.48% Chemical Communications 4 publications, 5.48%
European Journal of Organic Chemistry	European Journal of Organic Chemistry, 3, 4.11% European Journal of Organic Chemistry 3 publications, 4.11%
Chemistry - An Asian Journal	Chemistry - An Asian Journal, 3, 4.11% Chemistry - An Asian Journal 3 publications, 4.11%
Journal of Organic Chemistry	Journal of Organic Chemistry, 3, 4.11% Journal of Organic Chemistry 3 publications, 4.11%
Organic Letters	Organic Letters, 3, 4.11% Organic Letters 3 publications, 4.11%
Journal of the American Chemical Society	Journal of the American Chemical Society, 3, 4.11% Journal of the American Chemical Society 3 publications, 4.11%
Chemical Reviews	Chemical Reviews, 3, 4.11% Chemical Reviews 3 publications, 4.11%
Russian Chemical Bulletin	Russian Chemical Bulletin, 2, 2.74% Russian Chemical Bulletin 2 publications, 2.74%
Synlett	Synlett, 2, 2.74% Synlett 2 publications, 2.74%
RSC Advances	RSC Advances, 2, 2.74% RSC Advances 2 publications, 2.74%
Coordination Chemistry Reviews	Coordination Chemistry Reviews, 1, 1.37% Coordination Chemistry Reviews 1 publication, 1.37%
Mendeleev Communications	Mendeleev Communications, 1, 1.37% Mendeleev Communications 1 publication, 1.37%
Advanced Synthesis and Catalysis	Advanced Synthesis and Catalysis, 1, 1.37% Advanced Synthesis and Catalysis 1 publication, 1.37%
ChemInform	ChemInform, 1, 1.37% ChemInform 1 publication, 1.37%
ChemCatChem	ChemCatChem, 1, 1.37% ChemCatChem 1 publication, 1.37%
Chemical Record	Chemical Record, 1, 1.37% Chemical Record 1 publication, 1.37%
Organometallics	Organometallics, 1, 1.37% Organometallics 1 publication, 1.37%
Organic Chemistry Frontiers	Organic Chemistry Frontiers, 1, 1.37% Organic Chemistry Frontiers 1 publication, 1.37%
Russian Journal of Organic Chemistry	Russian Journal of Organic Chemistry, 1, 1.37% Russian Journal of Organic Chemistry 1 publication, 1.37%
Topics in Organometallic Chemistry	Topics in Organometallic Chemistry, 1, 1.37% Topics in Organometallic Chemistry 1 publication, 1.37%
Progress in Heterocyclic Chemistry	Progress in Heterocyclic Chemistry, 1, 1.37% Progress in Heterocyclic Chemistry 1 publication, 1.37%
Asian Journal of Organic Chemistry	Asian Journal of Organic Chemistry, 1, 1.37% Asian Journal of Organic Chemistry 1 publication, 1.37%
Synthesis	Synthesis, 1, 1.37% Synthesis 1 publication, 1.37%
Russian Chemical Reviews	Russian Chemical Reviews, 1, 1.37% Russian Chemical Reviews 1 publication, 1.37%
	1 2 3 4 5 6

Citations by publishers

	5 10 15 20 25 30
Wiley	Wiley, 30, 41.1% Wiley 30 publications, 41.1%
American Chemical Society (ACS)	American Chemical Society (ACS), 13, 17.81% American Chemical Society (ACS) 13 publications, 17.81%
Royal Society of Chemistry (RSC)	Royal Society of Chemistry (RSC), 13, 17.81% Royal Society of Chemistry (RSC) 13 publications, 17.81%
Elsevier	Elsevier, 5, 6.85% Elsevier 5 publications, 6.85%
Springer Nature	Springer Nature, 3, 4.11% Springer Nature 3 publications, 4.11%
Thieme	Thieme, 3, 4.11% Thieme 3 publications, 4.11%
Pleiades Publishing	Pleiades Publishing, 1, 1.37% Pleiades Publishing 1 publication, 1.37%
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii	Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii, 1, 1.37% Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii 1 publication, 1.37%
	5 10 15 20 25 30

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Zhang Y. et al. RhI-Catalyzed Regio- and Stereospecific Carbonylation of 1-(1-Alkynyl)cyclopropyl Ketones: A Modular Entry to Highly Substituted 5,6-Dihydrocyclopenta[c]furan-4-ones // Chemistry - A European Journal. 2009. Vol. 15. No. 21. pp. 5208-5211.

GOST all authors (up to 50) Copy

Zhang Y., Chen Z., Xiao Y., Zhang J. RhI-Catalyzed Regio- and Stereospecific Carbonylation of 1-(1-Alkynyl)cyclopropyl Ketones: A Modular Entry to Highly Substituted 5,6-Dihydrocyclopenta[c]furan-4-ones // Chemistry - A European Journal. 2009. Vol. 15. No. 21. pp. 5208-5211.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1002/chem.200900413

UR - https://doi.org/10.1002/chem.200900413

TI - RhI-Catalyzed Regio- and Stereospecific Carbonylation of 1-(1-Alkynyl)cyclopropyl Ketones: A Modular Entry to Highly Substituted 5,6-Dihydrocyclopenta[c]furan-4-ones

T2 - Chemistry - A European Journal

AU - Zhang, Yanqing

AU - Chen, Zuliang

AU - Xiao, Yuanjing

AU - Zhang, Junliang

PY - 2009

DA - 2009/05/18 00:00:00

PB - Wiley

SP - 5208-5211

IS - 21

VL - 15

SN - 0947-6539

SN - 1521-3765

ER -

BibTex |

Cite this

BibTex Copy

@article{2009_Zhang,

author = {Yanqing Zhang and Zuliang Chen and Yuanjing Xiao and Junliang Zhang},

title = {RhI-Catalyzed Regio- and Stereospecific Carbonylation of 1-(1-Alkynyl)cyclopropyl Ketones: A Modular Entry to Highly Substituted 5,6-Dihydrocyclopenta[c]furan-4-ones},

journal = {Chemistry - A European Journal},

year = {2009},

volume = {15},

publisher = {Wiley},

month = {may},

url = {https://doi.org/10.1002/chem.200900413},

number = {21},

pages = {5208--5211},

doi = {10.1002/chem.200900413}

}

MLA

Cite this

MLA Copy

Zhang, Yanqing, et al. “RhI-Catalyzed Regio- and Stereospecific Carbonylation of 1-(1-Alkynyl)cyclopropyl Ketones: A Modular Entry to Highly Substituted 5,6-Dihydrocyclopenta[c]furan-4-ones.” Chemistry - A European Journal, vol. 15, no. 21, May. 2009, pp. 5208-5211. https://doi.org/10.1002/chem.200900413.

Found error?

Publisher

Wiley

Journal

Chemistry - A European Journal

Quartile SCImago

Quartile WOS

Impact factor

4.3

ISSN

09476539 (Print)
15213765 (Electronic)