Literature DB >> 29923586

Natural product syntheses via carbonylative cyclizations.

Kaiqing Ma1, Brandon S Martin2, Xianglin Yin2, Mingji Dai2.   

Abstract

Covering: 2000-2018In this review, we highlight recent examples of natural product total syntheses employing transition metal-mediated/catalyzed carbonylative cyclization strategies to build key ring systems. It mainly covers carbonylative cyclizations for the construction of O-heterocycles, N-heterocycles and carbocycles including cyclic ketones and phenols. The reaction types include carbonylation of epoxide to β-lactones, carbonylative (macro)lactonization/lactamization, the Semmelhack reaction, tandem hydroformylation-cyclization, the Pauson-Khand reaction, carbonylative C-H activation cyclization, the Stille/Suzuki carbonylation, [n + m + 1] carbonylative cycloaddition, the Dötz annulation, and others.

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Year:  2018        PMID： 29923586     DOI： 10.1039/c8np00033f

Source DB:  PubMed          Journal:  Nat Prod Rep        ISSN： 0265-0568            Impact factor:   13.423


  9 in total

1.  Total Synthesis of trans-Resorcylide via Macrocyclic Stille Carbonylation.

Authors:  Yiyang Luo; Xianglin Yin; Mingji Dai
Journal:  J Antibiot (Tokyo)       Date:  2019-02-13       Impact factor: 2.649

2.  Total Synthesis, Biological Evaluation, and Target Identification of Rare Abies Sesquiterpenoids.

Authors:  Dexter C Davis; Dominic G Hoch; Li Wu; Daniel Abegg; Brandon S Martin; Zhong-Yin Zhang; Alexander Adibekian; Mingji Dai
Journal:  J Am Chem Soc       Date:  2018-12-06       Impact factor: 15.419

3.  Total Synthesis of Clavosolide A via Asymmetric Alcohol-Mediated Carbonyl Allylation: Beyond Protecting Groups or Chiral Auxiliaries in Polyketide Construction.

Authors:  James M Cabrera; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2019-06-24       Impact factor: 15.336

4.  Site-Selective Double and Tetracyclization Routes to Fused Polyheterocyclic Structures by Pd-Catalyzed Carbonylation Reactions.

Authors:  Francesco Pancrazzi; Nicolò Sarti; Paolo P Mazzeo; Alessia Bacchi; Carla Carfagna; Raffaella Mancuso; Bartolo Gabriele; Mirco Costa; András Stirling; Nicola Della Ca'
Journal:  Org Lett       Date:  2020-02-03       Impact factor: 6.005

5.  Constructing chiral bicyclo[3.2.1]octanes via palladium-catalyzed asymmetric tandem Heck/carbonylation desymmetrization of cyclopentenes.

Authors:  Zhenbo Yuan; Yuye Zeng; Ziwen Feng; Zhe Guan; Aijun Lin; Hequan Yao
Journal:  Nat Commun       Date:  2020-05-21       Impact factor: 14.919

6.  Ligand-Controlled Palladium-Catalyzed Carbonylation of Alkynols: Highly Selective Synthesis of α-Methylene-β-Lactones.

Authors:  Yao Ge; Fei Ye; Jiawang Liu; Ji Yang; Anke Spannenberg; Haijun Jiao; Ralf Jackstell; Matthias Beller
Journal:  Angew Chem Int Ed Engl       Date:  2020-09-17       Impact factor: 15.336

7.  Synthesis of unprotected glyco-alkynones via molybdenum-catalyzed carbonylative Sonogashira cross-coupling reaction.

Authors:  Mariana P Darbem; Henrique A Esteves; Robert A Burrow; Antônio A Soares-Paulino; Daniel C Pimenta; Hélio A Stefani
Journal:  RSC Adv       Date:  2022-01-13       Impact factor: 3.361

8.  Enantioselective Total Synthesis of Andrographolide and 14-Hydroxy-Colladonin: Carbonyl Reductive Coupling and trans-Decalin Formation by Hydrogen Transfer.

Authors:  Lin Yang; Thomas Wurm; Binit Sharma Poudel; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2020-10-15       Impact factor: 15.336

9.  Total Syntheses of Marrubiin and Related Labdane Diterpene Lactones.

Authors:  Yukari Sakagami; Naoki Kondo; Yuki Sawayama; Hiroyuki Yamakoshi; Seiichi Nakamura
Journal:  Molecules       Date:  2020-04-01       Impact factor: 4.411
  9 in total

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