Literature DB >> 27326716

Chiral N-Heterocyclic Carbene Ligand Enabled Nickel(0)-Catalyzed Enantioselective Three-Component Couplings as Direct Access to Silylated Indanols.

Joachim S E Ahlin1, Nicolai Cramer1.   

Abstract

An enantioselective nickel(0)-catalyzed reductive three-component coupling between aromatic aldehydes, norbornenes, and silanes affords directly silyl-protected indanol derivatives. A new bulky chiral C2-symmetric NHC (NHC = N-heterocyclic carbene) ligand basing on the 1,2-di(napthalen-1-yl)ethylene diamine backbone allows accessing the annulated products as single diastereoisomers in high enantioselectivity.

Entities:  

Year:  2016        PMID: 27326716     DOI: 10.1021/acs.orglett.6b01492

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  6 in total

1.  NHC Ligands Tailored for Simultaneous Regio- and Enantiocontrol in Nickel-Catalyzed Reductive Couplings.

Authors:  Hengbin Wang; Gang Lu; Grant J Sormunen; Hasnain A Malik; Peng Liu; John Montgomery
Journal:  J Am Chem Soc       Date:  2017-07-03       Impact factor: 15.419

2.  Synthesis of Complex Glycolates by Enantioconvergent Addition Reactions.

Authors:  Samuel L Bartlett; Jeffrey S Johnson
Journal:  Acc Chem Res       Date:  2017-08-17       Impact factor: 22.384

3.  Nickel-Catalyzed Defluorinative Coupling of Aliphatic Aldehydes with Trifluoromethyl Alkenes.

Authors:  Jichao Xiao; John Montgomery
Journal:  ACS Catal       Date:  2022-02-03       Impact factor: 13.700

4.  Nickel-catalyzed difunctionalization of allyl moieties using organoboronic acids and halides with divergent regioselectivities.

Authors:  Wanfang Li; Jie Kang Boon; Yu Zhao
Journal:  Chem Sci       Date:  2017-10-26       Impact factor: 9.825

5.  Two-step synthesis of chiral fused tricyclic scaffolds from phenols via desymmetrization on nickel.

Authors:  Ravindra Kumar; Yoichi Hoshimoto; Eri Tamai; Masato Ohashi; Sensuke Ogoshi
Journal:  Nat Commun       Date:  2017-06-26       Impact factor: 14.919

6.  Nickel/Brønsted Acid-Catalyzed Chemo- and Enantioselective Intermolecular Hydroamination of Conjugated Dienes.

Authors:  Jiao Long; Peng Wang; Wang Wang; Yuqiang Li; Guoyin Yin
Journal:  iScience       Date:  2019-11-11
  6 in total

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