Literature DB >> 25514474

Cobalt-catalyzed enantioselective directed C-H alkylation of indole with styrenes.

Pin-Sheng Lee1, Naohiko Yoshikai.   

Abstract

A cobalt-chiral phosphoramidite catalyst promotes enantioselective imine-directed C2-alkylation of Boc-protected indoles with styrenes. The reaction affords 1,1-diarylethane products in moderate to good yields with good enantioselectivities under mild conditions. A deuterium-labeling experiment suggests that the enantioselectivity is controlled by both the styrene insertion and the C-C reductive elimination steps.

Entities:  

Year:  2014        PMID: 25514474     DOI: 10.1021/ol503119z

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


  7 in total

Review 1.  Catalytic Enantioselective Functionalization of Unactivated Terminal Alkenes.

Authors:  John R Coombs; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2016-01-13       Impact factor: 15.336

2.  Strong and Confined Acids Catalyze Asymmetric Intramolecular Hydroarylations of Unactivated Olefins with Indoles.

Authors:  Pinglu Zhang; Nobuya Tsuji; Jie Ouyang; Benjamin List
Journal:  J Am Chem Soc       Date:  2021-01-05       Impact factor: 15.419

3.  Cobalt and Iron Stabilized Ketyl, Ketiminyl and Aldiminyl Radical Anions.

Authors:  Grégoire Sieg; Quentin Pessemesse; Sascha Reith; Stefan Yelin; Christian Limberg; Dominik Munz; C Gunnar Werncke
Journal:  Chemistry       Date:  2021-10-22       Impact factor: 5.020

4.  Branch-Selective Alkene Hydroarylation by Cooperative Destabilization: Iridium-Catalyzed ortho-Alkylation of Acetanilides.

Authors:  Giacomo E M Crisenza; Olga O Sokolova; John F Bower
Journal:  Angew Chem Int Ed Engl       Date:  2015-10-22       Impact factor: 15.336

Review 5.  Hydroarylations by cobalt-catalyzed C-H activation.

Authors:  Rajagopal Santhoshkumar; Chien-Hong Cheng
Journal:  Beilstein J Org Chem       Date:  2018-08-29       Impact factor: 2.883

6.  Nickel-catalyzed C-H alkylation of indoles with unactivated alkyl chlorides: evidence of a Ni(i)/Ni(iii) pathway.

Authors:  Dilip K Pandey; Shidheshwar B Ankade; Abad Ali; C P Vinod; Benudhar Punji
Journal:  Chem Sci       Date:  2019-08-19       Impact factor: 9.825

7.  Iridium(I)-Catalyzed Isoindolinone-Directed Branched-Selective Aromatic C-H Alkylation with Simple Alkenes.

Authors:  Maoqian Xiong; Yuhang Shu; Jie Tang; Fan Yang; Dong Xing
Journal:  Molecules       Date:  2022-03-16       Impact factor: 4.411

  7 in total

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