Literature DB >> 27265896

Enantioselective Intramolecular C-H Insertion of Donor and Donor/Donor Carbenes by a Nondiazo Approach.

Dong Zhu1, Jun Ma1, Kui Luo1, Hongguang Fu2, Li Zhang3, Shifa Zhu4,5.   

Abstract

The first enantioselective intramolecular C-H insertion and cyclopropanation reactions of donor- and donor/donor-carbenes by a nondiazo approach are reported. The reactions were conducted in a one-pot manner without slow addition and provided the desired dihydroindole, dihydrobenzofuran, tetrahydrofuran, and tetrahydropyrrole derivatives with up to 99 % ee and 100 % atom efficiency.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  asymmetric catalysis; carbenes; heterocycles; insertion; rhodium

Year:  2016        PMID： 27265896     DOI： 10.1002/anie.201604211

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  8 in total

1.  Enantioselective Synthesis of Indolines, Benzodihydrothiophenes, and Indanes by C-H Insertion of Donor/Donor Carbenes.

Authors:  Lucas W Souza; Richard A Squitieri; Christine A Dimirjian; Blanka M Hodur; Leslie A Nickerson; Corinne N Penrod; Jesus Cordova; James C Fettinger; Jared T Shaw
Journal:  Angew Chem Int Ed Engl       Date:  2018-10-18       Impact factor: 15.336

2.  "Sandwich" Diimine-Copper Catalysts for C-H Functionalization by Carbene Insertion.

Authors:  Kristine Klimovica; Julius X Heidlas; Irvin Romero; Thanh V Le; Olafs Daugulis
Journal:  Angew Chem Int Ed Engl       Date:  2022-06-10       Impact factor: 16.823

Review 3.  Organometallic catalysis in aqueous and biological environments: harnessing the power of metal carbenes.

Authors:  Sara Gutiérrez; María Tomás-Gamasa; José Luis Mascareñas
Journal:  Chem Sci       Date:  2022-05-16       Impact factor: 9.969

4.  Stable group 8 metal porphyrin mono- and bis(dialkylcarbene) complexes: synthesis, characterization, and catalytic activity.

Authors:  Hai-Xu Wang; Qingyun Wan; Kam-Hung Low; Cong-Ying Zhou; Jie-Sheng Huang; Jun-Long Zhang; Chi-Ming Che
Journal:  Chem Sci       Date:  2019-12-31       Impact factor: 9.825

5.  Rh2(ii)-catalyzed enantioselective intramolecular Büchner reaction and aromatic substitution of donor-donor carbenes.

Authors:  Dong Zhu; Tongxiang Cao; Kai Chen; Shifa Zhu
Journal:  Chem Sci       Date:  2022-01-19       Impact factor: 9.825

6.  Gold(iii) promoted formation of dihydroquinazolinones: double X-H activation by gold.

Authors:  Veerabhushanam Kadiyala; Perla Bharath Kumar; Komalla Sunil; Chittala Emmaniel Raju; Balasubramanian Sridhar; Galla V Karunakar
Journal:  RSC Adv       Date:  2020-09-28       Impact factor: 4.036

Review 7.  Transition Metal Catalyzed Insertion Reactions with Donor/Donor Carbenes.

Authors:  Benjamin D Bergstrom; Leslie A Nickerson; Jared T Shaw; Lucas W Souza
Journal:  Angew Chem Int Ed Engl       Date:  2020-10-06       Impact factor: 16.823

8.  Enantioselective synthesis of isochromans and tetrahydroisoquinolines by C-H insertion of donor/donor carbenes.

Authors:  Leslie A Nickerson; Benjamin D Bergstrom; Mingchun Gao; Yuan-Shin Shiue; Croix J Laconsay; Matthew R Culberson; Walker A Knauss; James C Fettinger; Dean J Tantillo; Jared T Shaw
Journal:  Chem Sci       Date:  2019-11-13       Impact factor: 9.825
  8 in total

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