Literature DB >> 20835472

Isoquinoline-based chiral monodentate N-heterocyclic carbenes.

Dimitri Hirsch-Weil1, Khalil A Abboud, Sukwon Hong.   

Abstract

C(1)-symmetric isoquinoline-based chiral diaminocarbene ligands (MIQ) have been developed to block three quadrants of the metal coordination sphere, complementing C(2)-symmetric biisoquinoline-based ligands (BIQ). MIQ-Cu complexes catalyzed conjugate borylation of various α,β-unsaturated amides in good yields (82-99%) and enantioselectivities (75-87% ee).

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Year:  2010        PMID: 20835472     DOI: 10.1039/c0cc02211j

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  6 in total

1.  Metal-free catalytic enantioselective C-B bond formation: (pinacolato)boron conjugate additions to α,β-unsaturated ketones, esters, Weinreb amides, and aldehydes promoted by chiral N-heterocyclic carbenes.

Authors:  Hao Wu; Suttipol Radomkit; Jeannette M O'Brien; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2012-05-04       Impact factor: 15.419

2.  Catalyst-controlled stereoselective olefin metathesis as a principal strategy in multistep synthesis design: a concise route to (+)-neopeltolide.

Authors:  Miao Yu; Richard R Schrock; Amir H Hoveyda
Journal:  Angew Chem Int Ed Engl       Date:  2014-11-06       Impact factor: 15.336

3.  Syntheses of tetrahydroquinoline-based chiral carbene precursors and the related chiral NHC-Au(i) complex.

Authors:  Licheng Zhan; Gengtao Zhang; Jiwei Wang; Jun Zhang
Journal:  RSC Adv       Date:  2020-09-23       Impact factor: 4.036

4.  Mechanism of NHC-Catalyzed Conjugate Additions of Diboron and Borosilane Reagents to α,β-Unsaturated Carbonyl Compounds.

Authors:  Hao Wu; Jeannette M Garcia; Fredrik Haeffner; Suttipol Radomkit; Adil R Zhugralin; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2015-08-11       Impact factor: 15.419

5.  Copper(I)-Catalyzed Asymmetric Conjugate 1,6-, 1,8-, and 1,10-Borylation.

Authors:  Chang-Yun Shi; Jungmin Eun; Timothy R Newhouse; Liang Yin
Journal:  Angew Chem Int Ed Engl       Date:  2021-03-18       Impact factor: 15.336

6.  Chiral Cu(II)-catalyzed enantioselective β-borylation of α,β-unsaturated nitriles in water.

Authors:  Lei Zhu; Taku Kitanosono; Pengyu Xu; Shū Kobayashi
Journal:  Beilstein J Org Chem       Date:  2015-10-27       Impact factor: 2.883

  6 in total

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