Laboratory of synthesis and natural products ‐ EPFL

Total Synthesis – Multicomponent Reactions – Domino Process Catalytic Enantioselective Transformations

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@ LSPN

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@ LSPN

Latest News

March 2025 : Congratulations to Baochao and Guoqiang on their project entitled “Pd-Catalyzed Strain-Releasing Dyotropic Rearrangement: Ring-Expanding Amidofluorination of Methylenecyclobutanes” published in JACS !

Congratulations to Vincent on his synthesis of three heteroyohimbine alkaloids published in Organic Letters ! “Divergent Enantioselective Total Synthesis of (−)-Ajmalicine,(+)-Mayumbine, and (−)-Roxburghine C”

February 2025 : Congratulations to Baochao on his total synthesis published in ACIE ! “Total Synthesis of Discobahamin A and Putative Structure ofDiscobahamin B via an Isocyanide-based Macrocyclization“

January 2025 : Congratulations to Jing on a another dyotropic rearrangement published in JACS ! “Chemoselectivity in Pd-Based Dyotropic Rearrangement:Development and Application in Total Synthesis of Pheromones“

October 2024 : Congratulations to Chen-Xu on a new dyotropic rearrangement published in JACS ! “Chemoselective Pd-Based Dyotropic Rearrangement : Fluorocyclization and Regioselective Wacker Reaction of Homoallylic Amides“

September 2024 : Clément is back in the lab to start his PhD ! Good luck with your research !

August 2024 : Rémi and his Ynimines strike again ! Congratulations on his work on “[4+1] Heteroannulation to Form 1-Pyrrolines through Alder-Ene Reaction of in situ Generated Ynimines: Development and Application in Total Synthesis of Borrecapine” published in ACIE.

July 2024 : Congratulations to Hua and Takuji on their work entitled “Quaternary Carbon Editing Enabled by Sequential Palladium Migration” published in JACS !

Mai 2024 : Warm welcome to Dr. Dianpeng Chen, our new postdoctoral researcher !

April 2024 : Congratulations to Tristan and Baochao for their paper entitled “Editing Tetrasubstituted Carbon: Dual C−O Bond Functionalization of Tertiary Alcohols Enabled by Palladium-Based Dyotropic Rearrangement” published in JACS.

March 2024 : Congratulations to Takuji for his paper entitled “Arylative Ring Expansion of 3-Vinylazetidin-3-Ols and 3-Vinyloxetan-3-Ols to Dihydrofurans by Dual Palladium and Acid Catalysis” published in ACIE.

February 2024 : The first joint paper with the group of Professor Jerome Waser “Benzylic C(sp3) H Azidation: Copper vs Iron Catalysis” has been published in Helv. Chim. Acta. This paper is dedicated to Prof. Alois Fürstner, President of th 56th Bürgenstock conference 2023. Congratulations to Angel, Omar and Pierre (Jerome’s lab).

Warm welcome to Clément Rols, our brand new master student and to Dr. Youjie Yu, our new postdoctoral fellow ! Good luck in your research !

December 2023 :

Congratulations to Rémi on succesfully defending his PhD thesis ! Nice achievement Dr. Lavernhe !

Congratulations to Qiang and Chen-xu on their new dyotropic reaction titled : “Palladium-Based Dyotropic Rearrangement Enables A Triple Functionalization of Gem-Disubstituted Alkenes : An Unusual Fluorolactonization Reaction“, published in ACIE !

October 2023 : Congratulations to Rémi for bringing in the first terpene of the lab ! Very nice work on the Enantioselective Total Synthesis of (−)-Artatrovirenol A !

August 2023 : LSPN strikes in the Swiss Summer School Organic Synthesis 2023 ! Congratulations to Takuji on his winner prize for the best poster and Cédric on his runner-up prize for the best short presentation !

July 2023 : Congratulations to Jing on another dyotropic rearrangement published in JACS ! “Diverting the 5-exo-Trig Oxypalladation to Formally 6-endo-Trig Fluorocycloetherification Product through 1,2-O/Pd(IV) Dyotropic Rearrangement”

May 2023 : Another diene difunctionalization, another ACS Catalysis ! Congrats to Dan and Weisi on their work “Dual Photoredox and Copper Catalysis: Enantioselective 1,2-Amidocyanation of 1,3-Dienes” !

April 2023 : Warm welcome to our new PhD student Morgane Delattre. Enjoy your time at LSPN ! Welcome to Chenxu Liu, our new post-doctoral researcher !

March 2023 : Congratulations to Qiang on his dyotropic rearrangement entitled “Oxidative rearrangement of 1,1-disubstituted alkenes to ketones” published in Science. Nice achievement !

Congratulations to Rémi L. on another work on ynimines published in Angewandte ! “Terminal Alkynes as One-Carbon Donors in [5+1]Heteroannulation: Synthesis of Pyridines via YnimineIntermediates and Application in the Total Synthesis ofAnibamine”

February 2023 : Welcome to our new PhD exchange student Beatriz Gonzàlez Saiz and our two new Master students Sélène Castanet and Amaël Grégoire !

Congratulations to Rémi for his new paper on the “Divergent Asymmetric Total Synthesis of (-)-Voacafricines A & B” published in Angewandte !

Congratulations to Baochao and Guang on their total synthesis of Stephadiamine ! “Enantioselective Total Synthesis of (+)-Stephadiamine”

January 2023 : Welcome to our new PhD exchange student Sathish Damodharan !

November 2022 : For the second year in a row, the lab presented its research to motivated high school students in the “Visites des labos – journées des gymnasiens 2022” ! Thanks to Dan and Rémi for showing some playful chemistry experiments !

Congratulations to Dina for successfully defending her PHD thesis !

Another Pictet-Spengler reaction strikes ! Congratulations to Rémi and Fenggang for their project entitled “Organocatalytic Enantioselective Pictet-Spengler Reaction of α-Ketoesters: Development and Application to the Total Synthesisof (+)-Alstratine A“, published in Angewandte.

Good job to Xinqi on his work published in Angewandte ! “Organocatalytic Enantioselective Diels-Alder Reaction of 2-Trifluoroacetamido-1,3-dienes with α,β-Unsaturated Ketones“

October 2022 : Congratulations to Jing for his work on dyotropic rearrangements published in Angewandte !“Apparent 6-endo-trig Carbofluorination of Alkenes Enabledby Palladium-Based Dyotropic Rearrangement”

September 2022 : Congrats to Dina, Alberto and Cyril for their publication in Organic Letters ! “Synthesis of 3‑Acyloxyindolenines by TiCl3‑Mediated Reductive Cyclization of 2‑(ortho-Nitroaryl)-Substituted Enol Esters”

Welcome to our new PhD student Paul Gri !

August 2022 : Congratulations to Guoqiang and Hua for their work on “Migrative Carbofluorination of Saturated Amides Enabled by PdBased Dyotropic Rearrangement” published in JACS !

Warm Welcome to our new master student Morgane Delattre in the group !

June 2022 : Congrats to Jia-Chen and Cédric for their paper published Nature Communications ! “Taming the radical cation intermediate enabled one-step access to structurally diverse lignans”

May 2022 : Congratulations to Takuji for his work published in JACS, titled “Modular Synthesis of Benzocyclobutenes via Pd(II)-Catalyzed Oxidative [2+2] Annulation of Arylboronic Acids with Alkenes”. Good job !

March 2022 : Another Pictet-Spengler for big Rémi ! Good job on your new Angewandte paper : “Catalytic Enantioselective Pictet–Spengler Reaction of a–Ketoamides Catalyzed by a Single H–Bond Donor Organocatalyst”.

February 2022 : A new wave of interns and exchange PhD students have arrived at LSPN ! Welcome to Paul Gri, Camil Benbouziyane, Maël Djaïd and our new PhD exchange student Julia Stille !

January 2022 : Good job to Alex on his paper on “Two-Carbon Ring Expansion of Cyclobutanols to Cyclohexenones Enabled by Indole Radical Cation Intermediate: Development and Application to a Total Synthesis of Uleine“. Nice achievment !

December 2021 : Welcome to our new post-doc Ruijia Wang !

November 2021 : Welcome to our new visiting PhD student Xin He ! Enjoy your stay in Switzerland !

October 2021 : Welcome to our new PhD student Vincent Goëlo. Good luck on your research !

September 2021 : Congratulations to Rémi for his impressive paper in Angewandte. Well done ! Copper-Catalyzed Aza-Sonogashira Cross-Coupling to Ynimines: Development and Application to the Synthesis of Heterocycles

September 2021 : Warm welcome to Xinqi, our new post-doctoral researcher ! Good luck on your research !

August 2021 : Congrats to Dan for his publication in ACS Catalysis ! Photoredox Catalytic Three-Component Amidoazidation of 1,3-Dienes

August 2021 : Welcome to Patrick – our new visiting student from Germany. Enjoy your stay !

July 2021 : Warm welcome to Qiang, a new post-doctoral research in the group !

June 2021 : iORC strikes again ! Our enantioselective total syntheses of (+)-Uleine is out in Helvetica Chimica Acta in a special issue dedicated to Prof. Kündig on the occasion of his 75th birthday : “Enantioselective Total Synthesis of (+)-Nordasycarpidone, (+)-Dasycarpidone and (+)-Uleine”

May 2021 : Congratulations to Jian & Hua for their publication in Nature Chemistry : “C–C bond activation enabled by dyotropic rearrangement of Pd(IV) species”

May 2021 : Our review on “Visible light photoredox-catalysed remote C–H functionalisation enabled by 1,5-hydrogen atom transfer (1,5-HAT)” is out in Chemical Society Reviews. Good job Weisi !

May 2021 : Congratulations to Alex for his recent publication is SCS Journal Chimia at the occasion of a special issue dedicated to the Laureates of 2020 SCS meeting ! Iron-Catalysed Remote C(sp3)-H Azidation of O-Acyl Oximes and N-Acyloxy Imidates

May 2021 : Congratulations to Yu-Ping & Hua for their publication in JACS : Catalytic Enantioselective Synthesis of Morpholinones Enabled by Aza-Benzilic Ester Rearrangement

May 2021 : Welcome to Fenggang, our visiting scholar for the coming year ! Enjoy your stay in Switzerland !

April 2021 : Farewell Hua & Yuping ! Best of luck for your future career in China !

April 2021 : An eye-catching step of any given synthesis is the one that change the molecular topology. Our outlook showcasing 10 recent natural product total syntheses featuring such a domino process is now online in ACS Central Science: Natural Product Synthesis Enabled by Domino Processes Incorporating a 1,2-Rearrangement Step

March 2021 : Great synthetic effort by Guang, Nico & Cyril ! Our enantioselective total synthesis of Alstilobanine C and derivatives is now out in Angewandte : Enantioselective Total Synthesis of (+)‐Alstilobanine C, (+)‐Undulifoline and (‐)‐Alpneumine H Congratulations to the team !!!

February 2021 : Congratulations to Yu-Ping, Jian and Hua for their recent publication in Angewandte : “Catalytic Enantioselective Aminopalladation–Heck Cascade” !

January 2021 : Guang’s total synthesis of (-)-cepharamine, and (-)-sinoracutine has just been published in Nature Communications : “Unified divergent strategy towards the total synthesis of the three sub-classes of hasubanan alkaloids” Congratulations !

January 2021 : Congratulations to Yu-Ping, Jian and Hua for their recent publication in ACIE : “Catalytic Enantioselective Aminopalladation‐Heck Cascade“

November 2020 : Congratulations to Weisi for his recent publication in ACIE “Selective 1,2‐Aminoisothiocyanation of 1,3‐Dienes Under Visible Light Photoredox Catalysis” Great Job !

November 2020 : Warm welcome to Dan & Jing, the two new members of the lab.

September 2020 : Our Total Synthesis of (+)-1,2-Dehydroaspidospermidine, (+)-Condyfoline, and (–)-Tubifoline has been highlighted in Synfact as Synfact of the Month !

August 2020 : Great group outing with all the team ! More pictures here