Evolution of Pauson-Khand Reaction: Strategic Applications in Total Syntheses of Architecturally Complex Natural Products (2016–2020)

A Concise Total Synthesis of (+)‐Waihoensene Guided by Quaternary Center Analysis

(2020) Cheng Peng et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Asymmetric Total Synthesis of (+)-Waihoensene

(2020) Yongzheng Qu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Asymmetric Total Synthesis of (−)-Spirochensilide A

(2020) Xin-Ting Liang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Total Syntheses of Marrubiin and Related Labdane Diterpene Lactones

(2020) Yukari Sakagami et al.   MOLECULES

Metal-Mediated and Metal-Catalyzed Reactions Under Mechanochemical Conditions

(2020) Andrea Porcheddu et al.   ACS Catalysis

Transition‐Metal‐Mediated Modification of Biomolecules

(2020) Jessica Rodríguez et al.   CHEMISTRY-A EUROPEAN JOURNAL

Asymmetric Total Synthesis of Bufospirostenin A

(2020) Min-Jing Cheng et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Synthesis of 4- Desmethyl -Rippertenol and 7- Epi -Rippertenol via Photoinduced Cyclization of Dienones

(2020) Zi-Chun Zhang et al.   CCS Chemistry

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

(2019) Adam B. Millham et al.   ORGANIC LETTERS

Tungsten-Promoted Hetero-Pauson–Khand Cycloaddition: Application to the Total Synthesis of (–)-Allosecurinine

(2019) François-Hugues Porée et al.   SYNTHESIS-STUTTGART

Asymmetric Total Synthesis of Fawcettimine-Type Lycopodium Alkaloid, Lycopoclavamine-A

(2019) Hiroki Kaneko et al.   JOURNAL OF ORGANIC CHEMISTRY

Total syntheses of dehydrobotrydienal, dehydrobotrydienol and 10-oxodehydrodihydrobotrydial

(2019) Zichun Zhang et al.   CHINESE CHEMICAL LETTERS

Total synthesis of (−)-Indoxamycins A and B

(2019) Naifeng Hu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Ti(II) and Rh(I) Complexes as Reagents toward a Thapsigargin Core

(2019) Youssouf Sanogo et al.   JOURNAL OF ORGANIC CHEMISTRY

Calyciphylline B-Type Alkaloids: Total Syntheses of (−)-Daphlongamine H and (−)-Isodaphlongamine H

(2019) Cedric L. Hugelshofer et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Allylative Approaches to the Synthesis of Complex Guaianolide Sesquiterpenes from Apiaceae and Asteraceae

(2019) Xirui Hu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Access to Highly Functionalized Cyclopentenones via Diastereoselective Pauson–Khand Reaction of Siloxy-Tethered 1,7-Enynes

(2019) Austin G. Gallagher et al.   ORGANIC LETTERS

Total Syntheses of Crinipellins Enabled by Cobalt-Mediated and Palladium-Catalyzed Intramolecular Pauson-Khand Reactions

(2018) Zhihui Huang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Asymmetric Total Synthesis of Lancifodilactone G Acetate. 2. Final Phase and Completion of the Total Synthesis

(2018) Kuang-Yu Wang et al.   JOURNAL OF ORGANIC CHEMISTRY

Asymmetric Total Synthesis of Lancifodilactone G Acetate. 1. Diastereoselective Synthesis of CDEFGH Ring System

(2018) Tian-Wen Sun et al.   JOURNAL OF ORGANIC CHEMISTRY

Total Synthesis of Hybridaphniphylline B

(2018) Wenhao Zhang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Preparation of Enzyme-Activated Thapsigargin Prodrugs by Solid-Phase Synthesis

(2018) Tomas Zimmermann et al.   MOLECULES

Stereoselective Total Synthesis of (±)-5-epi-Cyanthiwigin I via an Intramolecular Pauson–Khand Reaction as the Key Step

(2018) Yuanyuan Chang et al.   ORGANIC LETTERS

A De Novo Approach for the Stereoselective Synthesis of Cyclopenta[c]pyranone Scaffold Present in Iridoids: Formal Syntheses of Isoboonein, Iridomyrmecin and Isoiridomyrmecin

(2018) Manvendra Singh Kaurav et al.   ChemistrySelect

Bufospirostenin A and Bufogargarizin C, Steroids with Rearranged Skeletons from the Toad Bufo bufo gargarizans

(2017) Hai-Yan Tian et al.   JOURNAL OF NATURAL PRODUCTS

Enantioselective Total Synthesis of (+)-Sieboldine A

(2017) Mohammed K. Abd El-Gaber et al.   ORGANIC LETTERS

Formal Synthesis of (±)-Aplykurodinone-1 through a Hetero-Pauson–Khand Cycloaddition Approach

(2017) Cheng Tao et al.   ORGANIC LETTERS

Asymmetric total synthesis of (−)-perforanoid A

(2017) Chao Lv et al.   TETRAHEDRON

Recent Advances in the Pauson–Khand Reaction

(2017) J. David Ricker et al.   TOPICS IN CATALYSIS

A Multidimensional Diversity-Oriented Synthesis Strategy for Structurally Diverse and Complex Macrocycles

(2016) Feilin Nie et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Enantioselective Synthesis and Racemization of (−)-Sinoracutine

(2016) Giulio Volpin et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Expedient Synthesis of (+)-Lycopalhine A

(2016) Benjamin M. Williams et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Total Synthesis of (−)-Nakadomarin A

(2016) J. Stephen Clark et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Exploring the Complexity-Generating Features of the Pauson-Khand Reaction from a Synthetic Perspective

(2016) Lili Shi et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Formal Synthesis of Gracilamine Using Rh(I)-Catalyzed [3 + 2 + 1] Cycloaddition of 1-Yne–Vinylcyclopropanes and CO

(2016) Sritama Bose et al.   JOURNAL OF ORGANIC CHEMISTRY

Total Syntheses of (+)-Marrubiin and (−)-Marrulibacetal

(2016) Hiroyuki Yamakoshi et al.   ORGANIC LETTERS

A 15-step synthesis of (+)-ryanodol

(2016) K. V. Chuang et al.   SCIENCE

Intermolecular [2+2+1] Carbonylative Cycloaddition of Aldehydes with Alkynes, and Subsequent Oxidation to γ-Hydroxybutenolides by a Supported Ruthenium Catalyst

(2015) Hiroki Miura et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Viability of a [2 + 2 + 1] Hetero-Pauson–Khand Cycloaddition Strategy toward Securinega Alkaloids: Synthesis of the BCD-Ring Core of Securinine and Related Alkaloids

(2015) Egor Chirkin et al.   JOURNAL OF ORGANIC CHEMISTRY

An eight-step gram-scale synthesis of (−)-jiadifenolide

(2015) Hai-Hua Lu et al.   Nature Chemistry

Total Synthesis of Gracilamine

(2014) Yingbo Shi et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Metal Complex Catalysis in the Synthesis of Spirocarbocycles

(2014) Vladimir A. D’yakonov et al.   CHEMICAL REVIEWS

[2+2+1] Cyclization of allenes

(2014) S. Kitagaki et al.   CHEMICAL SOCIETY REVIEWS

Asymmetric Intermolecular Cobalt-Catalyzed Pauson–Khand Reaction Using a P-Stereogenic Bis-phosphane

(2014) Sílvia Orgué et al.   ORGANIC LETTERS

Total Syntheses of (±)-Fawcettimine, (±)-Fawcettidine, (±)-Lycoflexine, and (±)-Lycoposerramine-Q

(2013) Naoya Itoh et al.   CHEMISTRY-A EUROPEAN JOURNAL

14-Step Synthesis of (+)-Ingenol from (+)-3-Carene

(2013) L. Jorgensen et al.   SCIENCE

Total Synthesis of (±)-Merrilactone A

(2012) Jianwei Chen et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

CoBr2–TMTU–zinc catalysed-Pauson–Khand reaction

(2012) Yuefan Wang et al.   CHEMICAL COMMUNICATIONS

Rhodium-catalyzed tandem Pauson–Khand type reactions of 1,4-enynes tethered by a cyclopropyl group

(2012) Gen-Qiang Chen et al.   CHEMICAL COMMUNICATIONS

Reverse Regioselectivity in the Palladium(II) Thiourea Catalyzed Intermolecular Pauson-Khand Reaction

(2012) Na Wu et al.   Chemistry-An Asian Journal

Sinoraculine, the Precursor of the Novel Alkaloid Sinoracutine from Stephania cepharanthaHayata

(2012) Li He et al.   HELVETICA CHIMICA ACTA

Engineering a Prostate-Specific Membrane Antigen-Activated Tumor Endothelial Cell Prodrug for Cancer Therapy

(2012) S. R. Denmeade et al.   Science Translational Medicine

Asymmetric Total Synthesis of a Pentacyclic Lycopodium Alkaloid: Huperzine-Q

(2011) Atsushi Nakayama et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Formation of Polycyclic Lactones through a Ruthenium-Catalyzed Ring-Closing Metathesis/Hetero-Pauson–Khand Reaction Sequence

(2011) David F. Finnegan et al.   JOURNAL OF ORGANIC CHEMISTRY

Rhodium-Catalyzed Pauson-Khand-Type Reaction Using Alcohol as a Source of Carbon Monoxide

(2010) Ji Hoon Park et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Elucidation of the topography of the thapsigargin binding site in the sarco-endoplasmic calcium ATPase

(2010) Dorthe Mondrup Skytte et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Critical Roles of Hydrophobicity and Orientation of Side Chains for Inactivation of Sarcoplasmic Reticulum Ca2+-ATPase with Thapsigargin and Thapsigargin Analogs

(2010) Anne-Marie L. Winther et al.   JOURNAL OF BIOLOGICAL CHEMISTRY

A Decade of Advancements in Pauson-Khand-Type Reactions

(2009) Hang-Wai Lee et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

A Hetero Pauson-Khand Reaction of Ketenimines: A New Synthetic Method for γ-Exomethylene-α,β-unsaturated γ-Lactams

(2009) Takao Saito et al.   HETEROCYCLES

On the Mechanism of the Palladium Catalyzed Intramolecular Pauson−Khand-Type Reaction

(2009) Yu Lan et al.   JOURNAL OF ORGANIC CHEMISTRY

Expeditious Construction of (+)-Mintlactone via Intramolecular Hetero-Pauson−Khand Reaction

(2009) Peng Gao et al.   JOURNAL OF ORGANIC CHEMISTRY

The Scope and Limitations of Intramolecular Nicholas and Pauson−Khand Reactions for the Synthesis of Tricyclic Oxygen- and Nitrogen-Containing Heterocycles

(2009) Kristina D. Closser et al.   JOURNAL OF ORGANIC CHEMISTRY

Sinoracutine, a novel skeletal alkaloid with cell-protective effects from Sinomenium acutum

(2009) Guan-Hu Bao et al.   TETRAHEDRON LETTERS

Cobalt/rhodium heterobimetallic nanoparticle-catalyzed carbonylative [2+2+1] cycloaddition of allenes and bisallenes to Pauson–Khand-type reaction products

(2008) Ji Hoon Park et al.   CHEMICAL COMMUNICATIONS

Mechanistic Insight into the Diastereoselective Rhodium-Catalyzed Pauson–Khand Reaction: Role of Coordination Number in Stereocontrol

(2007) Huijun Wang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION