Achmatowicz Rearrangement-Inspired Development of Green Chemistry, Organic Methodology, and Total Synthesis of Natural Products

Reinvestigating FeBr3-Catalyzed Alcohol Oxidation with H2O2: Is a High-Valent Iron Species (HIS) or a Reactive Brominating Species (RBS) Responsible for Alcohol Oxidation?

(2022) Chenxi He et al.   ORGANIC LETTERS

1,5‐Allyl Shift by a Sequential Achmatowicz/Oxonia‐Cope/Retro‐Achmatowicz Rearrangement

(2022) Xiayan Zhang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Environmentally Benign and User-Friendly In Situ Generation of Nitrile Imines from Hydrazones for 1,3-Dipolar Cycloaddition

(2022) Liyan Song et al.   JOURNAL OF ORGANIC CHEMISTRY

Evolution of Routes for Asymmetric Total Synthesis of Cyclocitrinol Enabled by Type II [5+2] Cycloaddition

(2021) Jianlei Wu et al.   CHINESE JOURNAL OF CHEMISTRY

Total synthesis of monticolides A and B

(2021) Piyal Singh et al.   TETRAHEDRON

Fenton Chemistry for Achmatowicz Rearrangement

(2021) Guodong Zhao et al.   ACS Catalysis

From Reactive Oxygen Species to Reactive Brominating Species: Fenton Chemistry for Oxidative Bromination

(2021) Guodong Zhao et al.   ACS Sustainable Chemistry & Engineering

Manganese-Catalyzed Achmatowicz Rearrangement Using Green Oxidant H2O2

(2021) Qingzhao Xing et al.   JOURNAL OF ORGANIC CHEMISTRY

Highly Diastereoselective Intramolecular Asymmetric Oxidopyrylium-olefin [5 + 2] Cycloaddition and Synthesis of 8-Oxabicyclo[3.2.1]oct-3-enone Containing Ring Systems

(2021) Arun K. Ghosh et al.   JOURNAL OF ORGANIC CHEMISTRY

Collective Asymmetric Total Syntheses of Marine Decahydroquinoline Alkaloid Lepadins A–E, H, and ent-I

(2021) Foqing Ma et al.   ORGANIC LETTERS

Asymmetric Total Synthesis of Indole Diterpenes Paspalicine, Paspalinine, and Paspalinine‐13‐ene

(2021) Lian‐Dong Guo et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Synthetic Studies toward the Berkeleyacetal Core Architecture

(2021) Miguel Adrián Márquez-Cadena et al.   ORGANIC LETTERS

C-Aryl Glycosylation: Palladium-Catalyzed Aryl–Allyl Coupling of Achmatowicz Rearrangement Products with Arylboronic Acids

(2020) Ming Wai Liaw et al.   JOURNAL OF ORGANIC CHEMISTRY

Asymmetric Total Syntheses of (+)-Penostatins A and C

(2020) Jian Wang et al.   ORGANIC LETTERS

Total Synthesis of (−)-Alstofolinine A through a Furan Oxidation/Rearrangement and Indole Nucleophilic Cyclization Cascade

(2019) Lei Zhang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Design, Synthesis and Phenotypic Profiling of Pyrano-Furo-Pyridone Pseudo Natural Products

(2019) Herbert Waldmann et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Asymmetric Total Synthesis Enables Discovery of Antibacterial Activity of Siladenoserinols A and H

(2019) Miguel Adrián Márquez-Cadena et al.   ORGANIC LETTERS

Green oxidation of indoles using halide catalysis

(2019) Jun Xu et al.   Nature Communications

Synthesis of 2-Arylpiperidines via Pd-Catalyzed Arylation of Aza-Achmatowicz Rearrangement Products with Arylboronic Acids

(2019) Guodong Zhao et al.   ORGANIC LETTERS

Chloroperoxidase-Catalyzed Achmatowicz Rearrangements

(2018) Daniel Thiel et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Asymmetric Total Synthesis of Cyclocitrinol

(2018) Junyang Liu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Lipase-Induced Oxidative Furan Rearrangements

(2018) Jan Deska et al.   SYNLETT

Furan Oxidation Reactions in the Total Synthesis of Natural Products

(2018) Maxim Uchuskin et al.   SYNTHESIS-STUTTGART

Selective Functionalization of Achmatowicz Rearrangement Products by Reactions with Potassium Organotrifluoroborates under Transition-Metal-Free Conditions

(2018) Silvia Roscales et al.   JOURNAL OF ORGANIC CHEMISTRY

Enantioselective total synthesis of decytospolide A and decytospolide B using an Achmatowicz reaction

(2018) Arun K. Ghosh et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

In Situ Generation of Nitrile Oxides from NaCl–Oxone Oxidation of Various Aldoximes and Their 1,3-Dipolar Cycloaddition

(2018) Guodong Zhao et al.   ORGANIC LETTERS

Silica gel enables Achmatowicz rearrangement with KBr/oxone under “anhydrous” condition for one-pot functionalization

(2018) Guodong Zhao et al.   TETRAHEDRON

An environmentally friendly protocol for oxidative halocyclization of tryptamine and tryptophol derivatives

(2017) Jun Xu et al.   GREEN CHEMISTRY

Asymmetric Total Syntheses of (−)-Hedycoropyrans A and B

(2017) Zhilong Li et al.   JOURNAL OF ORGANIC CHEMISTRY

Formal synthesis of tirandamycin B

(2017) Keisuke Takahashi et al.   TETRAHEDRON

Furfural: a renewable and versatile platform molecule for the synthesis of chemicals and fuels

(2016) R. Mariscal et al.   Energy & Environmental Science

Catalytic Environmentally Friendly Protocol for Achmatowicz Rearrangement

(2016) Zhilong Li et al.   JOURNAL OF ORGANIC CHEMISTRY

Synthetic Approaches To Construct the 6,8-DOBCO Framework in Natural Products

(2016) Wei Zhang et al.   JOURNAL OF ORGANIC CHEMISTRY

Modern advances in heterocyclic chemistry in drug discovery

(2016) Alexandria P. Taylor et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Visible-Light-Mediated Achmatowicz Rearrangement

(2016) Matthew B. Plutschack et al.   ORGANIC LETTERS

Asymmetric Total Syntheses of the trans-2-Aryl-6-alkyltetrahydropyrans Diospongin B and Parvistones D and E from a Common Precursor

(2016) Rongbiao Tong et al.   SYNTHESIS-STUTTGART

A Biocatalytic Aza-Achmatowicz Reaction

(2016) Elena Fernández-Fueyo et al.   ACS Catalysis

Diastereoselective and regiodivergent oxa-[3 + 2] cycloaddition of Achmatowicz products and cyclic 1,3-dicarbonyl compounds

(2016) Jingxun Yu et al.   Organic Chemistry Frontiers

Iridium-Catalyzed Dynamic Kinetic Isomerization: Expedient Synthesis of Carbohydrates from Achmatowicz Rearrangement Products

(2015) Hao-Yuan Wang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Highlytrans-Selective Arylation of Achmatowicz Rearrangement Products by Reductive γ-Deoxygenation and Heck-Matsuda Reaction: Asymmetric Total Synthesis of (−)-Musellarins A-C and Their Analogues

(2015) Zhilong Li et al.   CHEMISTRY-A EUROPEAN JOURNAL

The Aza-Achmatowicz Reaction: Facile Entry into Functionalized Piperidinones

(2015) Ferdi van der Pijl et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

De Novo Asymmetric Synthesis of (+)-Monanchorin

(2015) Yuzhi Ma et al.   ORGANIC LETTERS

Structural Revision of (+)-Uprolide F Diacetate Confirmed by Asymmetric Total Synthesis

(2015) Liangyu Zhu et al.   ORGANIC LETTERS

Asymmetric Total Synthesis of (+)-Attenol B

(2015) Jingyun Ren et al.   ORGANIC LETTERS

Structural Revision of Uprolide G Acetate: Effective Interplay between NMR Data Analysis and Chemical Synthesis

(2015) Rongbiao Tong et al.   SYNLETT

The Achmatowicz Rearrangement – Oxidative Ring Expansion of Furfuryl Alcohols

(2015) Jan Deska et al.   SYNTHESIS-STUTTGART

Type II Intramolecular [5+2] Cycloaddition: Facile Synthesis of Highly Functionalized Bridged Ring Systems

(2014) Guangjian Mei et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Total Synthesis and Structural Revision of (+)-Uprolide G Acetate

(2014) Liangyu Zhu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Total syntheses of (±)-musellarins A–C

(2014) Zhilong Li et al.   CHEMICAL COMMUNICATIONS

The versatility of furfuryl alcohols and furanoxonium ions in synthesis

(2014) Matthew J. Palframan et al.   CHEMICAL COMMUNICATIONS

Asymmetric Total Synthesis of (+)-Didemniserinolipid B via Achmatowicz Rearrangement/Bicycloketalization

(2014) Jingyun Ren et al.   JOURNAL OF ORGANIC CHEMISTRY

Strategies for the construction of tetrahydropyran rings in the synthesis of natural products

(2014) Nadiah Mad Nasir et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Scalable Asymmetric Total Syntheses of (+)-Psoracorylifol B and (+)-ent-Psoracorylifol C

(2014) Jingyun Ren et al.   ORGANIC LETTERS

Enzymatic aerobic ring rearrangement of optically active furylcarbinols

(2014) Daniel Thiel et al.   Nature Communications

Journey Describing Applications of Oxone in Synthetic Chemistry

(2013) Hidayat Hussain et al.   CHEMICAL REVIEWS

Convenient in situ generation of various dichlorinating agents from oxone and chloride: diastereoselective dichlorination of allylic and homoallylic alcohol derivatives

(2013) Jingyun Ren et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Enantioselective Syntheses of FR901464 and Spliceostatin A: Potent Inhibitors of Spliceosome

(2013) Arun K. Ghosh et al.   ORGANIC LETTERS

The first enzymatic Achmatowicz reaction: selective laccase-catalyzed synthesis of 6-hydroxy-(2H)-pyran-3(6H)-ones and (2H)-pyran-2,5(6H)-diones

(2013) Chimène Asta et al.   RSC Advances

Stereodivergent Total Synthesis of (+)-Aspergillide B and (+)-7-epi-Aspergillide A

(2012) Y. Sridhar et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Diastereoselective Reductive Ring Expansion of Spiroketal Dihydropyranones to cis-Fused Bicyclic Ethers

(2012) Liangyu Zhu et al.   ORGANIC LETTERS

A Concise Asymmetric Total Synthesis of (+)-Brevisamide

(2011) Aaron T. Herrmann et al.   ORGANIC LETTERS

A Stereoselective Synthesis of (+)-Herboxidiene/GEX1A

(2010) Arun K. Ghosh et al.   ORGANIC LETTERS

Practical, Scalable, High-Throughput Approaches to η3-Pyranyl and η3-Pyridinyl Organometallic Enantiomeric Scaffolds Using the Achmatowicz Reaction

(2008) Thomas C. Coombs et al.   JOURNAL OF ORGANIC CHEMISTRY

A Concise and Modular Synthesis of Pyranicin

(2008) Nolan D. Griggs et al.   ORGANIC LETTERS