LSPN

Total Synthesis – Multicomponent Reactions – Domino Process  Catalytic Enantioselective Transformations

Latest News

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 PictetSpengler Reaction of aKetoamides Catalyzed by a Single HBond 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

 

Monthly Seminars & Exercice Sessions

About Jieping

Latest Publications

Copper-Catalyzed Aza-Sonogashira Cross-Coupling to Ynimines: Development and Application to the Synthesis of Heterocycles

Remi Lavernhe, Rubén Omar Torres-Ochoa, Qian Wang and Prof. Jieping Zhu

in Angew. Int. Ed. Chem, (DOI : doi.org/10.1002/anie.202110901)

Photoredox Catalytic Three-Component Amidoazidation of 1,3-Dienes

Dan Forster, Weisi Guo, Qian Wang and Prof. Jieping Zhu

in ACS Catalysis, 2021, 11, 10871-10877

“Enantioselective Total Synthesis of (+)-Nordasycarpidone, (+)-Dasycarpidone and (+)-Uleine”

Bastien Delayre, Cédric Fung, Dr. Qian Wang and Prof. Jieping Zhu

in Helvetica Chimica Acta, ASAP (DOI : doi.org/10.1002/hlca.202100088)

C–C bond activation enabled by dyotropic rearrangement of Pd(IV) species

Dr. Jian Cao, Dr. Hua Wu, Dr. Qian Wang and Prof. Jieping Zhu

in Nature Chemistry, ASAP (DOI : doi.org/10.1038/s41557-021-00698-y)

Visible light photoredox-catalysed remote C–H functionalisation enabled by 1,5-hydrogen atom transfer (1,5-HAT)

Dr. Weisi Guo, Dr. Qian Wang and Prof. Jieping Zhu

in Chemical Society Reviews, ASAP (DOI : doi.org/10.1039/D0CS00774A)

Iron-Catalysed Remote C(sp3)-H Azidation of O-Acyl Oximes and N-Acyloxy Imidates

Alexandre Leclair, Rubén O. Torres-Ochoa, Dr. Qian Wang and Prof. Jieping Zhu

in Chimia, 2021, 329-332

Catalytic Enantioselective Synthesis of Morpholinones Enabled by Aza-Benzilic Ester Rearrangement 

Dr. Yu-Ping He, Dr. Hua Wu, Dr. Qian Wang, and Prof. Jieping Zhu

in JACS, ASAP (DOI : doi.org/10.1021/jacs.1c03915)

Natural Product Synthesis Enabled by Domino Processes Incorporating a 1,2-Rearrangement Step

Bastien Delayre, Dr. Qian Wang and Prof. Jieping Zhu

in ACS Central Science, ASAP (DOI : 10.1021/acscentsci.1c00075 )

Enantioselective Total Synthesis of (+)‐Alstilobanine C, (+)‐Undulifoline and (‐)‐Alpneumine H

Dr. Guang Li, Dr. Nicolas Gaeng, Dr. Cyril Piemontesi, Dr. Qian Wang, and Prof. Jieping Zhu

in Angewandte, ASAP (DOI : doi.org/10.1002/anie.202103580 )

Catalytic Enantioselective Aminopalladation–Heck Cascade

Dr. Yu-Ping He, Dr. Jian Cao, Dr. Hua Wu, Dr. Qian Wang, and Prof. Jieping Zhu

in Angewandte, ASAP (DOI : doi.org/10.1002/anie.202016001)

Unified divergent strategy towards the total synthesis of the three sub-classes of hasubanan alkaloids

Dr. Guang Li, Dr. Qian Wang, and Prof. Jieping Zhu

in Nature Communications, ASAP (DOI: doi.org/10.1038/s41467-020-20274-1)

Catalytic Enantioselective Aminopalladation‐Heck Cascade

Dr. Yu-Ping He, Dr. Jian Cao, Dr. Hua Wu, Dr. Qian Wang, and Prof. Jieping Zhu

in Angewandte, ASAP (DOI: doi.org/10.1002/anie.202016001)

Selective 1,2‐Aminoisothiocyanation of 1,3‐Dienes Under Visible Light Photoredox Catalysis

Dr. Weisi Guo, Dr. Qian Wang, and Prof. Jieping Zhu

in Angewandte, ASAP (DOI: doi.org/10.1002/anie.202014518)

Palladium-Catalyzed Multicomponent Synthesis of Fully Substituted Alkylidene Furanones

Dr. Ángel Rentería-Gómez, Dr. Rubén O. Torres-Ochoa, Dr. Rocío Gámez-Montaño, Dr. Qian Wang, and Prof. Jieping Zhu

in Organic Letters, ASAP (DOI : doi.org/10.1021/acs.orglett.0c02578)

Radical Cation Cascade to Aryltetralin Cyclic Ether Lignans Enabled by Visible Light Photoredox Catalysis

Dr. Jia-Chen, Dr. Qian Wang and Prof. Jieping Zhu

in Angewandte, ASAP (DOI : doi.org/10.1002/anie.202007548)

Asymmetric Total Synthesis of (-)-Arborisidine and (-)-19-epi-Arborisidine Enabled by a Catalytic Enantioselective Pictet-Spengler Reaction

Rémi Andres, Dr. Qian Wang and Prof. Jieping Zhu

in JACS, Just accepted (DOI : doi.org/10.1021/jacs.0c05804)

Synthesis of Benzo[a]carbazoles via Visible Light‐Induced Cycloaromatization

Dr. Bo Yao, Dr. Qian Wang and Prof. Jieping Zhu

in Helv. Chim. Acta, ASAP (DOI : doi.org/10.1002/hlca.202000106)

TiCl3‐Mediated Synthesis of 2,3,3‐Trisubstituted Indolenines: Total Synthesis of (+)‐1,2‐Dehydroaspidospermidine, (+)‐Condyfoline and (‐)‐Tubifoline

Bastien Delayre, Dr. Cyril Piemontesi, Dr. Qian Wang and Prof. Jieping Zhu

in Angewandte, ASAP (DOI : doi.org/10.1002/anie.202005380)

Enantioselective Benzilic Ester Rearrangement

Dr. Hua Wu, Dr. Qian Wang and Prof. Jieping Zhu

in Angewandte, ASAP (DOI : doi.org/10.1002/anie.202001258)

Group Pictures 2010 – 2020

Fumehoods and  lab equipment @ LSPN

Social Events & Group Outings