Literature DB >> 24635222

Ruthenium(II)-catalyzed C(sp3)-H α-alkylation of pyrrolidines.

Marvin Schinkel1, Lianhui Wang, Kris Bielefeld, Lutz Ackermann.   

Abstract

A catalytic system comprising [RuCl2(PPh3)3], AgOTf, and BINAP enabled atom- and step-economical additions of C(sp(3))-H bonds onto unactivated alkenes 2 under comparably mild reaction conditions. The pyridyl directing group was easily removed to furnish the corresponding (NH)-free amines with ample scope.

Entities:  

Year:  2014        PMID: 24635222     DOI: 10.1021/ol500300w

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


  14 in total

1.  Practical Alkoxythiocarbonyl Auxiliaries for Iridium(I)-Catalyzed C-H Alkylation of Azacycles.

Authors:  Anh T Tran; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2017-07-24       Impact factor: 15.336

Review 2.  Transition-Metal-Catalyzed, Coordination-Assisted Functionalization of Nonactivated C(sp3)-H Bonds.

Authors:  Bin Liu; Andrew M Romine; Camille Z Rubel; Keary M Engle; Bing-Feng Shi
Journal:  Chem Rev       Date:  2021-10-29       Impact factor: 60.622

Review 3.  Ruthenium-Catalyzed Transfer Hydrogenation for C-C Bond Formation: Hydrohydroxyalkylation and Hydroaminoalkylation via Reactant Redox Pairs.

Authors:  Felix Perez; Susumu Oda; Laina M Geary; Michael J Krische
Journal:  Top Curr Chem (Cham)       Date:  2016-05-30

4.  Iridium(I)-Catalyzed α-C(sp3)-H Alkylation of Saturated Azacycles.

Authors:  Pritha Verma; Jeremy M Richter; Nikita Chekshin; Jennifer X Qiao; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2020-03-09       Impact factor: 15.419

5.  α-Arylation of Saturated Azacycles and N-Methylamines via Palladium(II)-Catalyzed C(sp(3))-H Coupling.

Authors:  Jillian E Spangler; Yoshihisa Kobayashi; Pritha Verma; Dong-Hui Wang; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2015-09-10       Impact factor: 15.419

6.  Highly chemoselective ruthenium(ii)-catalyzed direct arylation of cyclic and N,N-dialkyl benzamides with aryl silanes.

Authors:  Pradeep Nareddy; Frank Jordan; Michal Szostak
Journal:  Chem Sci       Date:  2017-02-24       Impact factor: 9.825

7.  Scandium-catalysed intermolecular hydroaminoalkylation of olefins with aliphatic tertiary amines.

Authors:  Adi E Nako; Juzo Oyamada; Masayoshi Nishiura; Zhaomin Hou
Journal:  Chem Sci       Date:  2016-07-04       Impact factor: 9.825

8.  Modular, stereocontrolled Cβ-H/Cα-C activation of alkyl carboxylic acids.

Authors:  Ming Shang; Karla S Feu; Julien C Vantourout; Lisa M Barton; Heather L Osswald; Nobutaka Kato; Kerstin Gagaring; Case W McNamara; Gang Chen; Liang Hu; Shengyang Ni; Paula Fernández-Canelas; Miao Chen; Rohan R Merchant; Tian Qin; Stuart L Schreiber; Bruno Melillo; Jin-Quan Yu; Phil S Baran
Journal:  Proc Natl Acad Sci U S A       Date:  2019-04-17       Impact factor: 11.205

9.  A General Acid-Mediated Hydroaminomethylation of Unactivated Alkenes and Alkynes.

Authors:  Daniel Kaiser; Veronica Tona; Carlos R Gonçalves; Saad Shaaban; Alberto Oppedisano; Nuno Maulide
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-04       Impact factor: 15.336

10.  From Hydrogenation to Transfer Hydrogenation to Hydrogen Auto-Transfer in Enantioselective Metal-Catalyzed Carbonyl Reductive Coupling: Past, Present, and Future.

Authors:  Catherine Gazolla Santana; Michael J Krische
Journal:  ACS Catal       Date:  2021-04-22       Impact factor: 13.084

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