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Literature DB >> 19827794

Cu(I)-catalyzed diamination of conjugated olefins with tunable anionic counterions. A possible approach to asymmetric diamination.

Abstract

Various achiral and chiral Cu(I) salts have been prepared from mesitylcopper(I) and investigated for the diamination of conjugated olefins with 1,3-di-tert-butyldiaziridinone as nitrogen source. It has been found that copper(I) phosphate has high catalytic activity for the diamination, and encouraging ee's have also been achieved with chiral phosphates as anionic counterions.

Entities: Chemical Gene

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Year: 2009 PMID： 19827794 PMCID： PMC2784201 DOI： 10.1021/jo901685c

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

39 in total

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Authors: Cesar Lopes; Mikael Håkansson; Susan Jagner
Journal: Inorg Chem Date: 1997-07-16 Impact factor: 5.165

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Authors: Thomas P Zabawa; Dhanalakshmi Kasi; Sherry R Chemler
Journal: J Am Chem Soc Date: 2005-08-17 Impact factor: 15.419

3. A facile Pd(0)-catalyzed regio- and stereoselective diamination of conjugated dienes and trienes.

Authors: Haifeng Du; Baoguo Zhao; Yian Shi
Journal: J Am Chem Soc Date: 2007-01-31 Impact factor: 15.419

4. Development of dirhodium(II)-catalyzed generation and enantioselective 1,3-dipolar cycloaddition of carbonyl ylides.

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Journal: Chemistry Date: 2001-10-15 Impact factor: 5.236

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Authors: Francesca Cardona; Andrea Goti
Journal: Nat Chem Date: 2009-06-22 Impact factor: 24.427

6. Copper-Mediated Oxygenation of Nitronate to Nitrite and Acetone in a Copper(I) Nitronate Complex.

Authors: Gábor Speier; Gottfried Huttner; László Zsolnai
Journal: Inorg Chem Date: 1998-12-14 Impact factor: 5.165

7. Cu(I)-catalyzed asymmetric diamination of conjugated dienes.

Authors: Haifeng Du; Baoguo Zhao; Weicheng Yuan; Yian Shi
Journal: Org Lett Date: 2008-09-03 Impact factor: 6.005

8. Chiral N-heterocyclic carbene--Pd(0)-catalyzed asymmetric diamination of conjugated dienes and triene.

Authors: Liang Xu; Yian Shi
Journal: J Org Chem Date: 2007-12-21 Impact factor: 4.354

Review 9. Vicinal diamino functionalities as privileged structural elements in biologically active compounds and exploitation of their synthetic chemistry.

Authors: S R S Saibabu Kotti; Cody Timmons; Guigen Li
Journal: Chem Biol Drug Des Date: 2006-02 Impact factor: 2.817

10. Catalytic asymmetric allylic and homoallylic diamination of terminal olefins via formal C-H activation.

Authors: Haifeng Du; Baoguo Zhao; Yian Shi
Journal: J Am Chem Soc Date: 2008-06-13 Impact factor: 15.419

16 in total

1. Complementary regioselectivity in the Cu(I)-catalyzed diamination of conjugated dienes to form cyclic sulfamides.

Authors: Richard G Cornwall; Baoguo Zhao; Yian Shi
Journal: Org Lett Date: 2010-12-30 Impact factor: 6.005

2. The progression of chiral anions from concepts to applications in asymmetric catalysis.

Authors: Robert J Phipps; Gregory L Hamilton; F Dean Toste
Journal: Nat Chem Date: 2012-07-24 Impact factor: 24.427

Review 3. Cross-Coupling of Heteroatomic Electrophiles.

Authors: Katerina M Korch; Donald A Watson
Journal: Chem Rev Date: 2019-06-11 Impact factor: 60.622

4. Facile Cu(I)-catalyzed oxidative coupling of anilines to azo compounds and hydrazines with diaziridinone under mild conditions.

Authors: Yingguang Zhu; Yian Shi
Journal: Org Lett Date: 2013-04-01 Impact factor: 6.005

5. Highly efficient Cu(I)-catalyzed oxidation of alcohols to ketones and aldehydes with diaziridinone.

Authors: Yingguang Zhu; Baoguo Zhao; Yian Shi
Journal: Org Lett Date: 2013-02-15 Impact factor: 6.005

6. Enantioselective Intramolecular Allylic Substitution via Synergistic Palladium/Chiral Phosphoric Acid Catalysis: Insight into Stereoinduction through Statistical Modeling.

Authors: Cheng-Che Tsai; Christopher Sandford; Tao Wu; Buyun Chen; Matthew S Sigman; F Dean Toste
Journal: Angew Chem Int Ed Engl Date: 2020-06-30 Impact factor: 15.336

7. Cu(I)-catalyzed diamination of conjugated dienes. Complementary regioselectivity from two distinct mechanistic pathways involving Cu(II) and Cu(III) species.

Authors: Baoguo Zhao; Xingao Peng; Yingguang Zhu; Thomas A Ramirez; Richard G Cornwall; Yian Shi
Journal: J Am Chem Soc Date: 2011-12-02 Impact factor: 15.419