Literature DB >> 21120229

Asymmetric copper-catalysed intramolecular C-H insertion reactions of α-diazo-β-keto sulfones.

Catherine N Slattery1, Anita R Maguire.   

Abstract

Asymmetric copper-catalysed intramolecular C-H insertion reactions of a series of α-diazo-β-keto sulfones are reported. Enantioselectivities of up to 82% ee were achieved in moderate to good yield. These results represent the highest level of enantiocontrol achieved to date for a copper-catalysed cyclopentanone synthesis via C-H insertion.

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Year:  2010        PMID: 21120229     DOI: 10.1039/c0ob00914h

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  3 in total

1.  Further Developments and Applications of Oxazoline-Containing Ligands in Asymmetric Catalysis.

Authors:  Robert Connon; Brendan Roche; Balaji V Rokade; Patrick J Guiry
Journal:  Chem Rev       Date:  2021-05-21       Impact factor: 60.622

2.  Asymmetric synthesis of neolignans (-)-epi-conocarpan and (+)-conocarpan via Rh(II)-catalyzed C-H insertion process and revision of the absolute configuration of (-)-epi-conocarpan.

Authors:  Yoshihiro Natori; Hideyuki Tsutsui; Naoki Sato; Seiichi Nakamura; Hisanori Nambu; Motoo Shiro; Shunichi Hashimoto
Journal:  J Org Chem       Date:  2009-06-05       Impact factor: 4.354

3.  Stereoselective Radical C-H Alkylation with Acceptor/Acceptor-Substituted Diazo Reagents via Co(II)-Based Metalloradical Catalysis.

Authors:  Xin Cui; Xue Xu; Li-Mei Jin; Lukasz Wojtas; X Peter Zhang
Journal:  Chem Sci       Date:  2015-02       Impact factor: 9.825

  3 in total

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