Literature DB >> 19757773

Iridium(III) catalyzed diastereo- and enantioselective C-H bond functionalization.

Hidehiro Suematsu1, Tsutomu Katsuki.   

Abstract

Iridium(III)-salen complexes were found to efficiently catalyze the enantioselective C-H carbene insertion. The insertion reaction at the alpha-position of tetrahydrofuran or at the methylene of 1,4-cyclohexadiene proceeded with high enantio- (up to 99%) and diastereoselectivity (up to >20:1 dr; in the former reaction) by using an appropriate combination of complex (1, 2, or 3) and alpha-diazoacetate (alpha-aryl-alpha-diazoacetates or alpha-diazopropionate) as the carbene source.

Entities:  

Year:  2009        PMID： 19757773     DOI： 10.1021/ja9065267

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


  9 in total

1.  Controlling factors for C-H functionalization versus cyclopropanation of dihydronaphthalenes.

Authors:  Etienne Nadeau; Dominic L Ventura; Jonathan A Brekan; Huw M L Davies
Journal:  J Org Chem       Date:  2010-03-19       Impact factor: 4.354

2.  Computationally guided stereocontrol of the combined C-H functionalization/Cope rearrangement.

Authors:  Yajing Lian; Kenneth I Hardcastle; Huw M L Davies
Journal:  Angew Chem Int Ed Engl       Date:  2011-08-30       Impact factor: 15.336

3.  Enantiodivergent α-Amino C-H Fluoroalkylation Catalyzed by Engineered Cytochrome P450s.

Authors:  Juner Zhang; Xiongyi Huang; Ruijie K Zhang; Frances H Arnold
Journal:  J Am Chem Soc       Date:  2019-06-12       Impact factor: 15.419

4.  Silver-catalyzed site-selective C(sp3)-H benzylation of ethers with N-triftosylhydrazones.

Authors:  Zhaohong Liu; Hongwei Wang; Paramasivam Sivaguru; Steven P Nolan; Qingmin Song; Weijie Yu; Xinyu Jiang; Edward A Anderson; Xihe Bi
Journal:  Nat Commun       Date:  2022-03-30       Impact factor: 17.694

5.  Distal Allylic/Benzylic C-H Functionalization of Silyl Ethers Using Donor/Acceptor Rhodium(II) Carbenes.

Authors:  Janakiram Vaitla; Yannick T Boni; Huw M L Davies
Journal:  Angew Chem Int Ed Engl       Date:  2020-03-12       Impact factor: 15.336

6.  Z-Selective iridium-catalyzed cross-coupling of allylic carbonates and α-diazo esters.

Authors:  Bryce N Thomas; Patrick J Moon; Shengkang Yin; Alex Brown; Rylan J Lundgren
Journal:  Chem Sci       Date:  2017-10-24       Impact factor: 9.825

7.  Stereoselective Radical C-H Alkylation with Acceptor/Acceptor-Substituted Diazo Reagents via Co(II)-Based Metalloradical Catalysis.

Authors:  Xin Cui; Xue Xu; Li-Mei Jin; Lukasz Wojtas; X Peter Zhang
Journal:  Chem Sci       Date:  2015-02       Impact factor: 9.825

Review 8.  Recent advances in C(sp(3))-H bond functionalization via metal-carbene insertions.

Authors:  Bo Wang; Di Qiu; Yan Zhang; Jianbo Wang
Journal:  Beilstein J Org Chem       Date:  2016-04-25       Impact factor: 2.883

Review 9.  Enantioselective carbenoid insertion into C(sp(3))-H bonds.

Authors:  J V Santiago; A H L Machado
Journal:  Beilstein J Org Chem       Date:  2016-05-04       Impact factor: 2.883
  9 in total

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