Literature DB >> 18216847

Catalytic C-H functionalization by metal carbenoid and nitrenoid insertion.

Huw M L Davies1, James R Manning.   

Abstract

Novel reactions that can selectively functionalize carbon-hydrogen bonds are of intense interest to the chemical community because they offer new strategic approaches for synthesis. A very promising 'carbon-hydrogen functionalization' method involves the insertion of metal carbenes and nitrenes into C-H bonds. This area has experienced considerable growth in the past decade, particularly in the area of enantioselective intermolecular reactions. Here we discuss several facets of these kinds of C-H functionalization reactions and provide a perspective on how this methodology has affected the synthesis of complex natural products and potential pharmaceutical agents.

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Year:  2008        PMID: 18216847      PMCID: PMC3033428          DOI: 10.1038/nature06485

Source DB:  PubMed          Journal:  Nature        ISSN: 0028-0836            Impact factor:   49.962


  55 in total

1.  Direct synthesis of (+)-erogorgiaene through a kinetic enantiodifferentiating step.

Authors:  Huw M L Davies; Abbas M Walji
Journal:  Angew Chem Int Ed Engl       Date:  2005-03-04       Impact factor: 15.336

2.  Recent advances in catalytic intramolecular C-H aminations.

Authors:  Huw M L Davies; Matthew S Long
Journal:  Angew Chem Int Ed Engl       Date:  2005-06-06       Impact factor: 15.336

Review 3.  Sigma-chelation-directed C-H functionalizations using Pd(II) and Cu(II) catalysts: regioselectivity, stereoselectivity and catalytic turnover.

Authors:  Jin-Quan Yu; Ramesh Giri; Xiao Chen
Journal:  Org Biomol Chem       Date:  2006-11-21       Impact factor: 3.876

4.  C-H activation as a strategic reaction: enantioselective synthesis of 4-substituted indoles.

Authors:  Huw M L Davies; James R Manning
Journal:  J Am Chem Soc       Date:  2006-02-01       Impact factor: 15.419

5.  A stereoselective synthesis of (-)-tetrodotoxin.

Authors:  Andrew Hinman; J Du Bois
Journal:  J Am Chem Soc       Date:  2003-09-24       Impact factor: 15.419

6.  Asymmetric catalytic C-H activation applied to the synthesis of syn-aldol products

Authors: 
Journal:  Org Lett       Date:  2000-12-28       Impact factor: 6.005

Review 7.  Understanding and exploiting C-H bond activation.

Authors:  Jay A Labinger; John E Bercaw
Journal:  Nature       Date:  2002-05-30       Impact factor: 49.962

8.  C-H bond functionalization in complex organic synthesis.

Authors:  Kamil Godula; Dalibor Sames
Journal:  Science       Date:  2006-04-07       Impact factor: 47.728

9.  Enantioselective total synthesis of erogorgiaene: applications of asymmetric Cu-catalyzed conjugate additions of alkylzincs to acyclic enones.

Authors:  Richard R Cesati; Judith de Armas; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2004-01-14       Impact factor: 15.419

10.  Catalytic asymmetric reactions for organic synthesis: the combined C-H activation/Cope rearrangement.

Authors:  Huw M L Davies; Qihui Jin
Journal:  Proc Natl Acad Sci U S A       Date:  2004-03-15       Impact factor: 11.205

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  261 in total

1.  Rhodium catalyzed chelation-assisted C-H bond functionalization reactions.

Authors:  Denise A Colby; Andy S Tsai; Robert G Bergman; Jonathan A Ellman
Journal:  Acc Chem Res       Date:  2011-12-08       Impact factor: 22.384

2.  Studies toward the synthesis of maoecrystal V.

Authors:  Zhenhua Gu; Armen Zakarian
Journal:  Org Lett       Date:  2011-01-27       Impact factor: 6.005

3.  Ruthenium-catalyzed γ-carbolinium ion formation from aryl azides; synthesis of dimebolin.

Authors:  Huijun Dong; Regina T Latka; Tom G Driver
Journal:  Org Lett       Date:  2011-04-25       Impact factor: 6.005

4.  Lessons and revelations from biomimetic syntheses.

Authors:  Mina Razzak; Jef K De Brabander
Journal:  Nat Chem Biol       Date:  2011-11-15       Impact factor: 15.040

5.  Metal-organic frameworks: Enlightened pores.

Authors:  Matthew J Rosseinsky
Journal:  Nat Mater       Date:  2010-08       Impact factor: 43.841

6.  Enantioselective iron-catalysed O-H bond insertions.

Authors:  Shou-Fei Zhu; Yan Cai; Hong-Xiang Mao; Jian-Hua Xie; Qi-Lin Zhou
Journal:  Nat Chem       Date:  2010-05-09       Impact factor: 24.427

7.  Enantioselective Total Synthesis of Nigelladine A via Late-Stage C-H Oxidation Enabled by an Engineered P450 Enzyme.

Authors:  Steven A Loskot; David K Romney; Frances H Arnold; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2017-07-24       Impact factor: 15.419

8.  Meta-selective C-H functionalization using a nitrile-based directing group and cleavable Si-tether.

Authors:  Sunggi Lee; Hyelee Lee; Kian L Tan
Journal:  J Am Chem Soc       Date:  2013-12-10       Impact factor: 15.419

9.  Remote C-H Functionalization via Selective Hydrogen Atom Transfer.

Authors:  Leah M Stateman; Kohki M Nakafuku; David A Nagib
Journal:  Synthesis (Stuttg)       Date:  2018-02-12       Impact factor: 3.157

10.  Rhodium-catalyzed enantioselective cyclopropanation of electron deficient alkenes.

Authors:  Hengbin Wang; David M Guptill; Adrian Varela Alvarez; Djamaladdin G Musaev; Huw M L Davies
Journal:  Chem Sci       Date:  2013-07       Impact factor: 9.825

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