Literature DB >> 26847167

Trends in applying C-H oxidation to the total synthesis of natural products.

Yuanyou Qiu1, Shuanhu Gao.   

Abstract

Covering: 2006 to 2015C-H functionalization remains one of the frontier challenges in organic chemistry and drives quite an active area of research. It has recently been applied in various novel strategies for the synthesis of natural products. It can dramatically increase synthetic efficiency when incorporated into retrosynthetic analyses of complex natural products, making it an essential part of current trends in organic synthesis. In this Review, we focus on selected case studies of recent applications of C-H oxidation methodologies in which the C-H bond has been exploited effectively to construct C-O and C-N bonds in natural product syntheses. Examples of syntheses representing different types of C-H oxidation are discussed to illustrate the potential of this approach and inspire future applications.

Mesh:

Substances:

Year:  2016        PMID: 26847167     DOI: 10.1039/c5np00122f

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


  9 in total

1.  Development of a Terpene Feedstock-Based Oxidative Synthetic Approach to the Illicium Sesquiterpenes.

Authors:  Kevin Hung; Matthew L Condakes; Luiz F T Novaes; Stephen J Harwood; Takahiro Morikawa; Zhi Yang; Thomas J Maimone
Journal:  J Am Chem Soc       Date:  2019-02-11       Impact factor: 15.419

2.  A Complementary Process to Pauson-Khand-Type Annulation Reactions for the Construction of Fully Substituted Cyclopentenones.

Authors:  Adam B Millham; Matthew J Kier; Robert M Leon; Rajdip Karmakar; Zachary D Stempel; Glenn C Micalizio
Journal:  Org Lett       Date:  2019-01-07       Impact factor: 6.005

3.  Total synthesis of nine longiborneol sesquiterpenoids using a functionalized camphor strategy.

Authors:  Robert F Lusi; Goh Sennari; Richmond Sarpong
Journal:  Nat Chem       Date:  2022-02-14       Impact factor: 24.274

Review 4.  A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

Authors:  Carlo Sambiagio; David Schönbauer; Remi Blieck; Toan Dao-Huy; Gerit Pototschnig; Patricia Schaaf; Thomas Wiesinger; Muhammad Farooq Zia; Joanna Wencel-Delord; Tatiana Besset; Bert U W Maes; Michael Schnürch
Journal:  Chem Soc Rev       Date:  2018-08-28       Impact factor: 54.564

5.  Synthesis of Highly Oxygenated Carbocycles by Stereoselective Coupling of Alkynes to 1,3- and 1,4-Dicarbonyl Systems.

Authors:  Matthew J Kier; Robert M Leon; Natasha F O'Rourke; Arnold L Rheingold; Glenn C Micalizio
Journal:  J Am Chem Soc       Date:  2017-09-01       Impact factor: 15.419

Review 6.  P450 Monooxygenases Enable Rapid Late-Stage Diversification of Natural Products via C-H Bond Activation.

Authors:  Nico D Fessner
Journal:  ChemCatChem       Date:  2019-02-15       Impact factor: 5.686

7.  Rapid and Accurate Estimation of Activation Free Energy in Hydrogen Atom Transfer-Based C-H Activation Reactions: From Empirical Model to Artificial Neural Networks.

Authors:  Siqi Ma; Shipeng Wang; Jiawei Cao; Fengjiao Liu
Journal:  ACS Omega       Date:  2022-09-20

8.  2-Ketoglutarate-Generated In Vitro Enzymatic Biosystem Facilitates Fe(II)/2-Ketoglutarate-Dependent Dioxygenase-Mediated C-H Bond Oxidation for (2s,3r,4s)-4-Hydroxyisoleucine Synthesis.

Authors:  Xiao-Ran Jing; Huan Liu; Yao Nie; Yan Xu
Journal:  Int J Mol Sci       Date:  2020-07-28       Impact factor: 5.923

Review 9.  Direct Photocatalyzed Hydrogen Atom Transfer (HAT) for Aliphatic C-H Bonds Elaboration.

Authors:  Luca Capaldo; Davide Ravelli; Maurizio Fagnoni
Journal:  Chem Rev       Date:  2021-08-06       Impact factor: 60.622

  9 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.