Literature DB >> 20502799

Conversion of carbonyl compounds to alkynes: general overview and recent developments.

Damien Habrant1, Vesa Rauhala, Ari M P Koskinen.   

Abstract

The preparation of alkynes from carbonyl compounds via a one-carbon homologation has become a very useful pathway for the synthesis of acetylenic compounds, both internal and terminal. This tutorial review provides an overview of the different methods available for this transformation, including their scope and limitations, recent developments and applications in total syntheses.

Entities:  

Year:  2010        PMID: 20502799     DOI: 10.1039/b915418c

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


  11 in total

1.  Decarboxylative Alkynylation.

Authors:  Joel M Smith; Tian Qin; Rohan R Merchant; Jacob T Edwards; Lara R Malins; Zhiqing Liu; Guanda Che; Zichao Shen; Scott A Shaw; Martin D Eastgate; Phil S Baran
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-01       Impact factor: 15.336

Review 2.  Ion and molecular recognition using aryl-ethynyl scaffolding.

Authors:  Chris L Vonnegut; Blakely W Tresca; Darren W Johnson; Michael M Haley
Journal:  Chem Asian J       Date:  2015-01-13

3.  Reductive Decarboxylative Alkynylation of N-Hydroxyphthalimide Esters with Bromoalkynes.

Authors:  Liangbin Huang; Astrid M Olivares; Daniel J Weix
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-17       Impact factor: 15.336

4.  A Regioselective Synthesis of the Dephospho DIthiolene Protected Molybdopterin.

Authors:  Igor V Pimkov; Antoinette Peterson; David N Vaccarello; Partha Basu
Journal:  RSC Adv       Date:  2014-06-01       Impact factor: 3.361

5.  Enantioselective and Diastereodivergent Allylation of Propargylic C-H Bonds.

Authors:  Jin Zhu; Yidong Wang; Aaron D Charlack; Yi-Ming Wang
Journal:  J Am Chem Soc       Date:  2022-08-17       Impact factor: 16.383

6.  Alkynylation of Pentose Derivatives with Stereochemical Fidelity: Implications for the Regioselectivity of Alkynyl Diol Cycloisomerizations to Cyclic Enol Ethers.

Authors:  Frank E McDonald; Dian Ding; Andrew J Ephron; John Bacsa
Journal:  Org Lett       Date:  2019-04-23       Impact factor: 6.072

7.  Copper-catalysed selective hydroamination reactions of alkynes.

Authors:  Shi-Liang Shi; Stephen L Buchwald
Journal:  Nat Chem       Date:  2014-12-15       Impact factor: 24.427

8.  Enantiospecific Alkynylation of Alkylboronic Esters.

Authors:  Yahui Wang; Adam Noble; Eddie L Myers; Varinder K Aggarwal
Journal:  Angew Chem Int Ed Engl       Date:  2016-03-02       Impact factor: 15.336

9.  Stereopermutation on the Putative Structure of the Marine Natural Product Mucosin.

Authors:  Simen G Antonsen; Harrison Gallantree-Smith; Carl Henrik Görbitz; Trond Vidar Hansen; Yngve H Stenstrøm; Jens M J Nolsøe
Journal:  Molecules       Date:  2017-10-13       Impact factor: 4.411

10.  Total Syntheses of 11-Acetoxy-4-deoxyasbestinin D, 4-Deoxyasbestinin C, Asbestinin-10, -20, -21 and -23.

Authors:  Angus Campbell; Ian Mat Som; Claire Wilson; J Stephen Clark
Journal:  Chemistry       Date:  2020-01-16       Impact factor: 5.236

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