Literature DB >> 30357181

Aryne-based strategy in the total synthesis of naturally occurring polycyclic compounds.

Hiroshi Takikawa1, Arata Nishii, Takahiro Sakai, Keisuke Suzuki.   

Abstract

The total syntheses of polycyclic natural products by exploiting an aryne as the key reactive species are reviewed. A short introduction summarizes the basic reactivities of aryne species as well as the methods for its generation. In the main part, early examples and the recent reports (mainly 2012-present) on the use of arynes in multistep syntheses are described.

Entities:  

Year:  2018        PMID: 30357181     DOI: 10.1039/c8cs00350e

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  21 in total

1.  Cycloadditions of Oxacyclic Allenes and a Catalytic Asymmetric Entryway to Enantioenriched Cyclic Allenes.

Authors:  Michael M Yamano; Rachel R Knapp; Aurapat Ngamnithiporn; Melissa Ramirez; Kendall N Houk; Brian M Stoltz; Neil K Garg
Journal:  Angew Chem Int Ed Engl       Date:  2019-03-20       Impact factor: 15.336

2.  Safety Assessment of Benzyne Generation from a Silyl Triflate Precursor.

Authors:  Andrew V Kelleghan; Carl A Busacca; Max Sarvestani; Ivan Volchkov; Jose M Medina; Neil K Garg
Journal:  Org Lett       Date:  2020-02-04       Impact factor: 6.005

3.  One-Pot, Three-Aryne Cascade Strategy for Naphthalene Formation from 1,3-Diynes and 1,2-Benzdiyne Equivalents.

Authors:  Xiao Xiao; Thomas R Hoye
Journal:  J Am Chem Soc       Date:  2019-06-14       Impact factor: 15.419

4.  Concise Approach to Cyclohexyne and 1,2-Cyclohexadiene Precursors.

Authors:  Jason V Chari; Francesca M Ippoliti; Neil K Garg
Journal:  J Org Chem       Date:  2019-03-06       Impact factor: 4.354

5.  Silyl Tosylate Precursors to Cyclohexyne, 1,2-Cyclohexadiene, and 1,2-Cycloheptadiene.

Authors:  Matthew S McVeigh; Andrew V Kelleghan; Michael M Yamano; Rachel R Knapp; Neil K Garg
Journal:  Org Lett       Date:  2020-05-21       Impact factor: 6.005

Review 6.  Concerted Nucleophilic Aromatic Substitution Reactions.

Authors:  Simon Rohrbach; Andrew J Smith; Jia Hao Pang; Darren L Poole; Tell Tuttle; Shunsuke Chiba; John A Murphy
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-13       Impact factor: 15.336

7.  Palladium(0)-catalyzed aryne annulation: a powerful strategy for the synthesis of thio-bridged compounds.

Authors:  Mayur I Morja; Kishor H Chikhalia
Journal:  Mol Divers       Date:  2022-04-22       Impact factor: 2.943

8.  One-step synthesis of benzo[b]thiophenes by aryne reaction with alkynyl sulfides.

Authors:  Tsubasa Matsuzawa; Takamitsu Hosoya; Suguru Yoshida
Journal:  Chem Sci       Date:  2020-09-01       Impact factor: 9.825

9.  Palladium-Catalyzed Annulations of Strained Cyclic Allenes.

Authors:  Andrew V Kelleghan; Dominick C Witkowski; Matthew S McVeigh; Neil K Garg
Journal:  J Am Chem Soc       Date:  2021-06-18       Impact factor: 16.383

10.  The Aryne Phosphate Reaction.

Authors:  Thomas M Haas; Stefan Wiesler; Tobias Dürr-Mayer; Alexander Ripp; Paraskevi Fouka; Danye Qiu; Henning J Jessen
Journal:  Angew Chem Int Ed Engl       Date:  2021-11-22       Impact factor: 16.823

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