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Literature DB >> 22376059

Rhodium(I)/diene-catalyzed addition reactions of arylborons with ketones.

Yuan-Xi Liao¹, Chun-Hui Xing, Qiao-Sheng Hu.

Abstract

Rh(I)/diene-catalyzed addition reactions of arylboroxines/arylboronic acids with unactivated ketones to form tertiary alcohols in good to excellent yields are described. By using C(2)-symmetric (3aR,6aR)-3,6-diaryl-1,3a,4,6a-tetrahydropentalenes as ligands, the asymmetric version of such an addition reaction, with up to 68% ee, was also realized.

Entities: Chemical Gene Species

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Year: 2012 PMID： 22376059 PMCID： PMC3312017 DOI： 10.1021/ol300275s

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

41 in total

1. Rhodium-catalyzed carbon-carbon bond forming reactions of organometallic compounds.

Authors: Keith Fagnou; Mark Lautens
Journal: Chem Rev Date: 2003-01 Impact factor: 60.622

2. Rhodium-catalyzed asymmetric addition of aryl- and alkenylboronic acids to isatins.

Authors: Ryo Shintani; Mitsunori Inoue; Tamio Hayashi
Journal: Angew Chem Int Ed Engl Date: 2006-05-12 Impact factor: 15.336

3. Enantioselective rhodium-catalyzed addition of arylboronic acids to alpha-ketoesters.

Authors: Hai-Feng Duan; Jian-Hua Xie; Xiang-Chen Qiao; Li-Xin Wang; Qi-Lin Zhou
Journal: Angew Chem Int Ed Engl Date: 2008 Impact factor: 15.336

4. Fluorenone synthesis by palladacycle-catalyzed sequential reactions of 2-bromobenzaldehydes with arylboronic acids.

Authors: Tao-Ping Liu; Yuan-Xi Liao; Chun-Hui Xing; Qiao-Sheng Hu
Journal: Org Lett Date: 2011-04-11 Impact factor: 6.005

5. Transition metal-catalyzed addition reactions of arylboronic acids with alkyl 2-formylbenzoates: efficient access to chiral 3-substituted phthalides.

Authors: Chun-Hui Xing; Yuan-Xi Liao; Ping He; Qiao-Sheng Hu
Journal: Chem Commun (Camb) Date: 2010-03-25 Impact factor: 6.222

6. Cationic palladium complex catalyzed highly enantioselective intramolecular addition of arylboronic acids to ketones. A convenient synthesis of optically active cycloalkanols.

Authors: Guixia Liu; Xiyan Lu
Journal: J Am Chem Soc Date: 2006-12-27 Impact factor: 15.419

7. Enantioselective rhodium-catalyzed addition of arylboronic acids to aldehydes using chiral spiro monophosphite ligands.

Authors: Hai-Feng Duan; Jian-Hua Xie; Wen-Jian Shi; Qi Zhang; Qi-Lin Zhou
Journal: Org Lett Date: 2006-03-30 Impact factor: 6.005

8. Pd(II)-bipyridine catalyzed conjugate addition of arylboronic acid to alpha,beta-unsaturated carbonyl compounds.

Authors: Xiyan Lu; Shaohui Lin
Journal: J Org Chem Date: 2005-11-11 Impact factor: 4.354

9. A nickel catalyst for the addition of organoboronate esters to ketones and aldehydes.

Authors: Jean Bouffard; Kenichiro Itami
Journal: Org Lett Date: 2009-10-01 Impact factor: 6.005

10. Design of C2-symmetric tetrahydropentalenes as new chiral diene ligands for highly enantioselective Rh-catalyzed arylation of N-tosylarylimines with arylboronic acids.

Authors: Zhi-Qian Wang; Chen-Guo Feng; Ming-Hua Xu; Guo-Qiang Lin
Journal: J Am Chem Soc Date: 2007-04-11 Impact factor: 15.419

3 in total

1. Ru-Catalyzed Asymmetric Addition of Arylboronic Acids to Aliphatic Aldehydes via P-Chiral Monophosphorous Ligands.

Authors: Rui Miao; Yanping Xia; Yifei Wei; Lu Ouyang; Renshi Luo
Journal: Molecules Date: 2022-06-17 Impact factor: 4.927

2. Tandem Aldol Condensation - Platinacycle-Catalyzed Addition Reactions of Aldehydes, Methyl Ketones and Arylboronic Acids.

Authors: Yuan-Xi Liao; Qiao-Sheng Hu
Journal: European J Org Chem Date: 2012-09-05

3. Nucleophilic arylation with tetraarylphosphonium salts.

Authors: Zuyong Deng; Jin-Hong Lin; Ji-Chang Xiao
Journal: Nat Commun Date: 2016-01-29 Impact factor: 14.919

3 in total