Literature DB >> 28930455

Regioselective Iridium-Catalyzed Asymmetric Monohydrogenation of 1,4-Dienes.

Jianguo Liu1, Suppachai Krajangsri1, Thishana Singh1, Giulia De Seriis1, Napasawan Chumnanvej1, Haibo Wu1, Pher G Andersson1.   

Abstract

A highly efficient regio- and enantioselective monohydrogenation of 1,4-dienes has been realized using an n>an class="Chemical">iridium catalyst with a chiral N,P-ligand under mild conditions. The substrate scope was studied and included both unfunctionalized as well as functionalized substituents on the meta- or para-position. Substrates having substituents with functionalities such as silyl protected alcohols or ketals were monohydrogenated in high regioselectivity and high enantiomeric excess (up to 98% ee).

Entities:  

Year:  2017        PMID: 28930455     DOI: 10.1021/jacs.7b06829

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


  5 in total

1.  Scalable and safe synthetic organic electroreduction inspired by Li-ion battery chemistry.

Authors:  Byron K Peters; Kevin X Rodriguez; Solomon H Reisberg; Sebastian B Beil; David P Hickey; Yu Kawamata; Michael Collins; Jeremy Starr; Longrui Chen; Sagar Udyavara; Kevin Klunder; Timothy J Gorey; Scott L Anderson; Matthew Neurock; Shelley D Minteer; Phil S Baran
Journal:  Science       Date:  2019-02-22       Impact factor: 47.728

2.  Tandem Peterson olefination and chemoselective asymmetric hydrogenation of β-hydroxy silanes.

Authors:  Suppachai Krajangsri; Haibo Wu; Jianguo Liu; Wangchuk Rabten; Thishana Singh; Pher G Andersson
Journal:  Chem Sci       Date:  2019-02-04       Impact factor: 9.825

3.  Synthesis of Chiral Tetrahydro-3-benzazepine Motifs by Iridium-Catalyzed Asymmetric Hydrogenation of Cyclic Ene-carbamates.

Authors:  Bram B C Peters; Pher G Andersson; Somsak Ruchirawat; Winai Ieawsuwan
Journal:  Org Lett       Date:  2022-03-03       Impact factor: 6.005

Review 4.  Birch-Type Photoreduction of Arenes and Heteroarenes by Sensitized Electron Transfer.

Authors:  Anamitra Chatterjee; Burkhard König
Journal:  Angew Chem Int Ed Engl       Date:  2019-08-27       Impact factor: 15.336

5.  Kinetic resolution of racemic allylic alcohols via iridium-catalyzed asymmetric hydrogenation: scope, synthetic applications and insight into the origin of selectivity.

Authors:  Haibo Wu; Cristiana Margarita; Jira Jongcharoenkamol; Mark D Nolan; Thishana Singh; Pher G Andersson
Journal:  Chem Sci       Date:  2020-12-08       Impact factor: 9.825

  5 in total

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