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Literature DB >> 20481533

Iridium/chiral diene-catalyzed asymmetric 1,6-addition of arylboroxines to alpha,beta,gamma,delta-unsaturated carbonyl compounds.

Takahiro Nishimura¹, Yuichi Yasuhara, Takahiro Sawano, Tamio Hayashi.

Abstract

Iridium-catalyzed asymmetric 1,6-addition of arylboroxines to alpha,beta,gamma,delta-unsaturated carbonyl compounds to give delta-arylated carbonyl compounds in high yields with 90-99% enantioselectivity was realized by use of an iridium/chiral diene complex.

Entities: Chemical

Year: 2010 PMID： 20481533 DOI： 10.1021/ja1034842

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

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Cited

10 in total

1. Cobalt-Catalyzed Carbonylative Cross-Coupling of Alkyl Tosylates and Dienes: Stereospecific Synthesis of Dienones at Low Pressure.

Authors: Brendon T Sargent; Erik J Alexanian
Journal: J Am Chem Soc Date: 2017-08-29 Impact factor: 15.419

2. Sequential aldol condensation-transition metal-catalyzed addition reactions of aldehydes, methyl ketones, and arylboronic acids.

Authors: Yuan-Xi Liao; Chun-Hui Xing; Matthew Israel; Qiao-Sheng Hu
Journal: Org Lett Date: 2011-03-18 Impact factor: 6.005

3. Racemic Vinylallenes in Catalytic Enantioselective Multicomponent Processes: Rapid Generation of Complexity through 1,6-Conjugate Additions.

Authors: Youming Huang; Sebastian Torker; Xinghan Li; Juan Del Pozo; Amir H Hoveyda
Journal: Angew Chem Int Ed Engl Date: 2019-02-06 Impact factor: 15.336

4. 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

5. NHC-Cu-Catalyzed Silyl Conjugate Additions to Acyclic and Cyclic Dienones and Dienoates. Efficient Site-, Diastereo- and Enantioselective Synthesis of Carbonyl-Containing Allylsilanes.

Authors: Kang-Sang Lee; Hao Wu; Fredrik Haeffner; Amir H Hoveyda
Journal: Organometallics Date: 2012-09-19 Impact factor: 3.876

Iridium/chiral diene-catalyzed asymmetric 1,6-addition of arylboroxines to alpha,beta,gamma,delta-unsaturated carbonyl compounds.

1. Cobalt-Catalyzed Carbonylative Cross-Coupling of Alkyl Tosylates and Dienes: Stereospecific Synthesis of Dienones at Low Pressure.

2. Sequential aldol condensation-transition metal-catalyzed addition reactions of aldehydes, methyl ketones, and arylboronic acids.

3. Racemic Vinylallenes in Catalytic Enantioselective Multicomponent Processes: Rapid Generation of Complexity through 1,6-Conjugate Additions.

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

5. NHC-Cu-Catalyzed Silyl Conjugate Additions to Acyclic and Cyclic Dienones and Dienoates. Efficient Site-, Diastereo- and Enantioselective Synthesis of Carbonyl-Containing Allylsilanes.

6. Ir(COD)Cl]₂/Tris(2,4-di-t-butylphenyl)phosphite-Catalyzed Addition Reactions of Arylboronic Acids with Aldehydes.

7. Direct Catalytic Asymmetric Doubly Vinylogous Michael Addition of α,β-Unsaturated γ-Butyrolactams to Dienones.

8. Catalytic enantioselective 1,6-conjugate additions of propargyl and allyl groups.

9. Tandem Peterson olefination and chemoselective asymmetric hydrogenation of β-hydroxy silanes.

10. Ruthenium(ii)-catalyzed regioselective 1,6-conjugate addition of umpolung aldehydes as carbanion equivalents.