Literature DB >> 32202804

Nickel-Catalyzed Asymmetric Reductive Arylbenzylation of Unactivated Alkenes.

Youxiang Jin1, Haobo Yang2, Chuan Wang1.   

Abstract

Herein, we report a nickel-catalyzed asymmetric two-component reductive dicarbofunctionalization of aryl iodide-tethered unactivated alkenes using benzyl chlorides as the challenging coupling partner. This arylbenzylation reaction enables the efficient synthesis of diverse benzene-fused cyclic compounds bearing a quaternary stereocenter with a high tolerance of sensitive functionalities in highly enantioselective manner. The preliminary mechanistic investigations suggest a radical chain reaction mechanism.

Entities:  

Year:  2020        PMID: 32202804     DOI: 10.1021/acs.orglett.0c00688

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


  6 in total

1.  Nickel-Catalyzed Enantioselective Reductive Cross-Coupling Reactions.

Authors:  Kelsey E Poremba; Sara E Dibrell; Sarah E Reisman
Journal:  ACS Catal       Date:  2020-06-24       Impact factor: 13.084

2.  Nickel-Catalyzed Dicarbofunctionalization of Alkenes.

Authors:  Xiaoxu Qi; Tianning Diao
Journal:  ACS Catal       Date:  2020-07-02       Impact factor: 13.084

3.  Nickel-Catalyzed Enantioselective Reductive Alkyl-Carbamoylation of Internal Alkenes.

Authors:  Xianqing Wu; Aneta Turlik; Baixue Luan; Feng He; Jingping Qu; K N Houk; Yifeng Chen
Journal:  Angew Chem Int Ed Engl       Date:  2022-07-25       Impact factor: 16.823

4.  Azide-Functionalized Naphthoxyloside as a Tool for Glycosaminoglycan Investigations.

Authors:  Daniel Willén; Roberto Mastio; Zackarias Söderlund; Sophie Manner; Gunilla Westergren-Thorsson; Emil Tykesson; Ulf Ellervik
Journal:  Bioconjug Chem       Date:  2021-11-16       Impact factor: 4.774

5.  Nickel-catalysed cross-electrophile coupling of aryl bromides and primary alkyl bromides.

Authors:  Nanxing Gao; Yanshun Li; Dawei Teng
Journal:  RSC Adv       Date:  2022-01-26       Impact factor: 3.361

6.  Ni-Catalyzed Oxygen Transfer from N2O onto sp3-Hybridized Carbons.

Authors:  Shengyang Ni; Franck Le Vaillant; Ana Mateos-Calbet; Ruben Martin; Josep Cornella
Journal:  J Am Chem Soc       Date:  2022-09-26       Impact factor: 16.383

  6 in total

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