Literature DB >> 28170262

Natural Product Synthesis via Palladium-Catalyzed Carbonylation.

Yu Bai1, Dexter C Davis1, Mingji Dai1.   

Abstract

Carbon monoxide is an important one-carbon source and can be incorporated in complex molecules via various transition-metal-catalyzed carbonylation reactions. In particular, palladium-catalyzed carbonylation reactions have found broad application in total synthesis of natural products. Examples are presented in this Synopsis to highlight recent progress in this area, including our own work in macrolide and spirocyclic molecule synthesis. In these selected cases, carbon monoxide functions as a one-carbon linchpin to facilitate building structural complexity and improving synthetic efficiency.

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Year:  2017        PMID: 28170262     DOI: 10.1021/acs.joc.7b00009

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  10 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.  Rapid synthesis of bicyclic lactones via palladium-catalyzed aminocarbonylative lactonizations.

Authors:  Xianglin Yin; Haroon Mohammad; Hassan E Eldesouky; Ahmed Abdelkhalek; Mohamed N Seleem; Mingji Dai
Journal:  Chem Commun (Camb)       Date:  2017-06-29       Impact factor: 6.222

4.  Palladium-catalysed carboformylation of alkynes using acid chlorides as a dual carbon monoxide and carbon source.

Authors:  Yong Ho Lee; Elliott H Denton; Bill Morandi
Journal:  Nat Chem       Date:  2021-01-29       Impact factor: 24.427

5.  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

6.  A general approach to intermolecular carbonylation of arene C-H bonds to ketones through catalytic aroyl triflate formation.

Authors:  R Garrison Kinney; Jevgenijs Tjutrins; Gerardo M Torres; Nina Jiabao Liu; Omkar Kulkarni; Bruce A Arndtsen
Journal:  Nat Chem       Date:  2017-12-11       Impact factor: 24.427

7.  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

8.  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

9.  Macrolactonization of methyl 15-hydroxypentadecanoate to cyclopentadecanolide using KF-La/γ-Al2O3 catalyst.

Authors:  Haijun Cheng; Chang Yu; Hongyun Wang; Xiongmin Liu; Li Ma; Fang Lai
Journal:  R Soc Open Sci       Date:  2022-09-07       Impact factor: 3.653

10.  Palladium catalyzed synthesis of indolizines via the carbonylative coupling of bromopyridines, imines and alkynes.

Authors:  Sébastien A Roy; José Zgheib; Cuihan Zhou; Bruce A Arndtsen
Journal:  Chem Sci       Date:  2020-12-22       Impact factor: 9.825

  10 in total

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