Literature DB >> 28452400

Catalytic Desymmetrization by C-H Functionalization as a Solution to the Chiral Methyl Problem.

David A Nagib1.   

Abstract

Breaking the mirror (plane): A palladium-catalyzed desymmetrization strategy via β C-H activation provides an alternate approach for solving the age-old challenge of introducing an α-methyl stereocenter to a molecule.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−H activation; asymmetric catalysis; desymmetrization; α-methyl groups; β C−H functionalization

Year:  2017        PMID: 28452400      PMCID: PMC5940008          DOI: 10.1002/anie.201703311

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  14 in total

Review 1.  Asymmetric enamine catalysis.

Authors:  Santanu Mukherjee; Jung Woon Yang; Sebastian Hoffmann; Benjamin List
Journal:  Chem Rev       Date:  2007-12       Impact factor: 60.622

Review 2.  Profound methyl effects in drug discovery and a call for new C-H methylation reactions.

Authors:  Heike Schönherr; Tim Cernak
Journal:  Angew Chem Int Ed Engl       Date:  2013-10-22       Impact factor: 15.336

3.  Catalytic C(sp(3) )-H Arylation of Free Primary Amines with an exo Directing Group Generated In Situ.

Authors:  Yan Xu; Michael C Young; Chengpeng Wang; David M Magness; Guangbin Dong
Journal:  Angew Chem Int Ed Engl       Date:  2016-06-08       Impact factor: 15.336

Review 4.  A Simple and Versatile Amide Directing Group for C-H Functionalizations.

Authors:  Ru-Yi Zhu; Marcus E Farmer; Yan-Qiao Chen; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2016-08-01       Impact factor: 15.336

5.  Ligand-accelerated enantioselective methylene C(sp3)-H bond activation.

Authors:  Gang Chen; Wei Gong; Zhe Zhuang; Michal S Andrä; Yan-Qiao Chen; Xin Hong; Yun-Fang Yang; Tao Liu; K N Houk; Jin-Quan Yu
Journal:  Science       Date:  2016-09-02       Impact factor: 47.728

6.  Pseudoephenamine: a practical chiral auxiliary for asymmetric synthesis.

Authors:  Marvin R Morales; Kevin T Mellem; Andrew G Myers
Journal:  Angew Chem Int Ed Engl       Date:  2012-03-27       Impact factor: 15.336

7.  Organic chemistry. Functionalization of C(sp3)-H bonds using a transient directing group.

Authors:  Fang-Lin Zhang; Kai Hong; Tuan-Jie Li; Hojoon Park; Jin-Quan Yu
Journal:  Science       Date:  2016-01-15       Impact factor: 47.728

8.  C-H methylation of heteroarenes inspired by radical SAM methyl transferase.

Authors:  Jinghan Gui; Qianghui Zhou; Chung-Mao Pan; Yuki Yabe; Aaron C Burns; Michael R Collins; Martha A Ornelas; Yoshihiro Ishihara; Phil S Baran
Journal:  J Am Chem Soc       Date:  2014-03-21       Impact factor: 15.419

9.  Enantioselective Formal α-Methylation and α-Benzylation of Aldehydes by Means of Photo-organocatalysis.

Authors:  Giacomo Filippini; Mattia Silvi; Paolo Melchiorre
Journal:  Angew Chem Int Ed Engl       Date:  2017-03-21       Impact factor: 15.336

10.  Alcohols as alkylating agents in heteroarene C-H functionalization.

Authors:  Jian Jin; David W C MacMillan
Journal:  Nature       Date:  2015-08-26       Impact factor: 49.962

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