Literature DB >> 28111853

Distal-Bond-Selective C-C Activation of Ring-Fused Cyclopentanones: An Efficient Access to Spiroindanones.

Ying Xia1,2,3, Jianbo Wang1, Guangbin Dong2,3.   

Abstract

A site-selective rhodium-catalyzed C-C activation of ring-fused cyclopentanones was achieved to afford efficient access to a range of spiroindanones. The use of bulky 2-amino-6-picoline as a cocatalyst is key to the excellent selectivity of this C-C bond cleavage in cyclopentanones.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−C activation; cyclopentanones; homogeneous catalysis; rhodium; spirocycles

Mesh：

Substances：

Year:  2017        PMID： 28111853      PMCID： PMC5503198          DOI： 10.1002/anie.201611642

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  28 in total

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3.  Rhodium-catalyzed asymmetric synthesis of indanones: development of a new "axially chiral" bisphosphine ligand.

Authors:  Ryo Shintani; Keiji Yashio; Tomoaki Nakamura; Kazuhiro Okamoto; Toyoshi Shimada; Tamio Hayashi
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4.  Hydroacylation of 2-vinyl benzaldehyde systems: an efficient method for the synthesis of chiral 3-substituted indanones.

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Journal:  J Am Chem Soc       Date:  2005-11-23       Impact factor: 15.419

5.  The C-C bond activation and skeletal rearrangement of cycloalkanone imine by Rh(I) catalysts.

Authors:  C H Jun; H Lee; S G Lim
Journal:  J Am Chem Soc       Date:  2001-01-31       Impact factor: 15.419

6.  Rhodium-catalyzed isomerization of alpha-arylpropargyl alcohols to indanones: involvement of an unexpected reaction cascade.

Authors:  Ryo Shintani; Kazuhiro Okamoto; Tamio Hayashi
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7.  Rh(I)-catalyzed cyclization of 1-arylprop-2-yn-1-ol derivatives utilizing rhodium 1,4-migration.

Authors:  Hokuto Yamabe; Akio Mizuno; Hiroyuki Kusama; Nobuharu Iwasawa
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8.  Catalyzed intramolecular olefin insertion into a carbon-carbon single bond.

Authors:  Masahiro Murakami; Tamon Itahashi; Yoshihiko Ito
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9.  Palladium-catalyzed carbonylative cyclization of unsaturated aryl iodides and dienyl triflates, iodides, and bromides to indanones and 2-cyclopentenones.

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Journal:  J Am Chem Soc       Date:  2003-04-23       Impact factor: 15.419

10.  Catalytic reactions involving the cleavage of carbon-cyano and carbon-carbon triple bonds.

Authors:  Mamoru Tobisu; Naoto Chatani
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3.  Intramolecular Acetyl Transfer to Olefins by Catalytic C-C Bond Activation of Unstrained Ketones.

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4.  Catalytic Net Oxidative C-C Activation and Silylation of Cyclopropanols with a Traceless Acetal Directing Group.

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6.  Asymmetric Total Syntheses of Di- and Sesquiterpenoids by Catalytic C-C Activation of Cyclopentanones.

Authors:  Si-Hua Hou; Adriana Y Prichina; Mengxi Zhang; Guangbin Dong
Journal:  Angew Chem Int Ed Engl       Date:  2020-03-12       Impact factor: 15.336

7.  Cobalt-Catalyzed Intramolecular Alkyne/Benzocyclobutenone Coupling: C-C Bond Cleavage via a Tetrahedral Dicobalt Intermediate.

Authors:  Zixi Zhu; Xinghan Li; Sicong Chen; Peng-Hao Chen; Brent A Billett; Zhongxing Huang; Guangbin Dong
Journal:  ACS Catal       Date:  2017-12-22       Impact factor: 13.084

8.  Ruthenium-Catalyzed Reductive Cleavage of Unstrained Aryl-Aryl Bonds: Reaction Development and Mechanistic Study.

Authors:  Jun Zhu; Peng-Hao Chen; Gang Lu; Peng Liu; Guangbin Dong
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9.  Modular Access to Azepines by Directed Carbonylative C-C Bond Activation of Aminocyclopropanes.

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10.  Radical-mediated C-C cleavage of unstrained cycloketones and DFT study for unusual regioselectivity.

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