Literature DB >> 30475614

Enantioselective Allylic Alkylation with 4-Alkyl-1,4-dihydro-pyridines Enabled by Photoredox/Palladium Cocatalysis.

Hong-Hao Zhang1, Jia-Jia Zhao1, Shouyun Yu1.   

Abstract

Highly regio- and enantioselective allylic alkylation has been achieved enabled by the merger of photoredox and palladium catalysis. In this dual catalytic process, alkyl radicals generated from 4-alkyl-1,4-dihydropyridines act as the coupling partners of the π-allyl palladium complexes. The generality of this method has been illustrated through the reaction of a variety of allyl esters with 4-alkyl-1,4-dihydropyridines. This mechanistically novel strategy expands the scope of the traditional Pd-catalyzed asymmetric allylic alkylation reaction and serves as its alternative and potential complement.

Entities:  

Year:  2018        PMID: 30475614     DOI: 10.1021/jacs.8b10766

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


  11 in total

Review 1.  Recent Trends in Photocatalytic Enantioselective Reactions.

Authors:  Renu Verma; Palvi Jindal; Jagdish Prasad; S L Kothari; Narendra Pal Lamba; Anshu Dandia; Rama Kanwar Khangarot; Manmohan Singh Chauhan
Journal:  Top Curr Chem (Cham)       Date:  2022-09-16

2.  Photochemical Asymmetric Nickel-Catalyzed Acyl Cross-Coupling.

Authors:  Eugenio Gandolfo; Xinjun Tang; Sudipta Raha Roy; Paolo Melchiorre
Journal:  Angew Chem Int Ed Engl       Date:  2019-10-07       Impact factor: 15.336

3.  Photocatalytic three-component asymmetric sulfonylation via direct C(sp3)-H functionalization.

Authors:  Shi Cao; Wei Hong; Ziqi Ye; Lei Gong
Journal:  Nat Commun       Date:  2021-04-22       Impact factor: 14.919

4.  Dual Ni/photoredox-catalyzed asymmetric cross-coupling to access chiral benzylic boronic esters.

Authors:  Purui Zheng; Pan Zhou; Dong Wang; Wenhao Xu; Hepan Wang; Tao Xu
Journal:  Nat Commun       Date:  2021-03-12       Impact factor: 14.919

5.  Photoexcited Pd(ii) auxiliaries enable light-induced control in C(sp3)-H bond functionalisation.

Authors:  Milena L Czyz; Geethika K Weragoda; Tyra H Horngren; Timothy U Connell; Daniel Gomez; Richard A J O'Hair; Anastasios Polyzos
Journal:  Chem Sci       Date:  2020-01-23       Impact factor: 9.825

Review 6.  Research progress of iron-based catalysts for selective oligomerization of ethylene.

Authors:  Mingzhi Wang; Wei Wu; Xu Wang; Xing Huang; Yongning Nai; Xueying Wei; Guoliang Mao
Journal:  RSC Adv       Date:  2020-12-08       Impact factor: 4.036

7.  Theoretical investigation on the nature of 4-substituted Hantzsch esters as alkylation agents.

Authors:  Guang-Bin Shen; Li Xie; Hao-Yun Yu; Jie Liu; Yan-Hua Fu; Maocai Yan
Journal:  RSC Adv       Date:  2020-08-25       Impact factor: 4.036

8.  Regio-, Diastereo-, and Enantioselective Decarboxylative Hydroaminoalkylation of Dienol Ethers Enabled by Dual Palladium/Photoredox Catalysis.

Authors:  Jun Zheng; Nana Tang; Hui Xie; Bernhard Breit
Journal:  Angew Chem Int Ed Engl       Date:  2022-03-16       Impact factor: 16.823

9.  Organophotoredox/palladium dual catalytic decarboxylative Csp3-Csp3 coupling of carboxylic acids and π-electrophiles.

Authors:  Kaitie C Cartwright; Jon A Tunge
Journal:  Chem Sci       Date:  2020-07-16       Impact factor: 9.825

10.  Development of tethered dual catalysts: synergy between photo- and transition metal catalysts for enhanced catalysis.

Authors:  Danfeng Wang; Robert Malmberg; Indrek Pernik; Shyamal K K Prasad; Max Roemer; Koushik Venkatesan; Timothy W Schmidt; Sinead T Keaveney; Barbara A Messerle
Journal:  Chem Sci       Date:  2020-06-05       Impact factor: 9.825

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