Stereoselective Alkene Functionalizations 

Beilstein Organic Chemistry Symposium 2022

April 26–28, 2022

 

Scientific Program:

Thomas Wirth / Cardiff University, United Kingdom

Alkene functionalization has been appreciated by chemists for a long time for the efficient construction of complex molecules. This symposium highlighted current advances with a focus on stereoselective reactions leading to the construction of novel stereocenters. Stoichiometric and catalytic protocols were discussed while substrate- as well as reagent-controlled mechanisms can operate.

The symposium covered the whole range of synthetic methodology from mechanistic considerations on alkene recognition, efficient formation of synthetic building blocks and application of the methodology towards target synthesis of natural products and pharmaceuticals. The major players provided cutting edge overviews of their respective scientific fields.

The symposium took place in the Hotel Jagdschloss Niederwald, a hunting lodge which was built in 1764, on top of the Rheingau heights of Rüdesheim near Frankfurt, Germany. The program was designed specifically to allow sufficient time for discussions and a stimulating exchange of thoughts and ideas. This symposium also provided young scientists the opportunity to present their latest research results with a poster.

Symposium OC 2022 Wirth

Program

Talks

 

TUESDAY, April 26

 

9:00
Welcome and introduction

Session chair: Ryan Gilmour

9:20
Challenges and pitfalls in alkene functionalizations using main group-based reagents
Thomas Wirth / Cardiff University

10:00
Boron catalysis for alkene functionalisation
Stephen P. Thomas / University of Edinburgh

10:40
Coffee break

11:10
Catalytic, enantioselective syn-difunctionalization of alkenes
Scott E. Denmark / University of Illinois

11:50
Transfer of reactive intermediates from one molecule to another
Martin Oestreich / Technical University Berlin

12:30
Lunch

 

Session chair: Nicolai Cramer

14:00
New electrophilic amination strategies for N-heterocycle synthesis
John F. Bower / University of Liverpool

14:40
New strategies for cycloadditions between carbonyls, imines, and alkenes
Corinna Schindler / University of Michigan

15:20
Coffee break

15:50
The electrochemical halogenation of alkenes
Gerhard Hilt / Carl von Ossietzky University of Oldenburg

16:30
Functionalization of alkenes via radical chain reactions
Philippe Renaud / University of Bern

 

POSTER SESSION

18:00
Presentation and discussion of all posters

20:00
End of poster session

20:00
Dinner

 

WEDNESDAY, April 27

 

Session chair: Martin Oestreich

9:00
Asymmetric difunctionalization of enamides via hydrogen bond catalysis
Géraldine Masson / Institut de Chimie des Substances Naturelles

9:40
Harnessing fluorine as directing tool in organic synthesis
Tanja Gulder / Leipzig University

10:20
Coffee break

10:50
Photoenzymatic catalysis – using light to reveal new enzyme functions

Todd K. Hyster / Cornell University

11:30
Photo-aerobic organo-π-acid catalysis – from design principles to stereoselective applications
Alexander Breder / University of Regensburg

12:10
Lunch

 

14:00
EXCURSION

17:30
End of excursion

 

POSTER SESSION

18:00
Presentation and discussion of all posters

20:00
End of poster session

20:00
Dinner

 

THURSDAY, April 28

 

Session chair: Géraldine Masson

9:00
Enantioselective C-H functionalizations – a transition to 3d-transition-metals
Nicolai Cramer / EPFL

9:40
Stereoselective alkene functionalizations utilizing enzymes as catalysts for novel industrial processes in the fine chemicals and bulk chemicals industry
Harald Gröger / Bielefeld University

10:20
Coffee break

10:50
Minimalism as a guiding concept for the enantioselective functionalization of alkenes using bis(AMidine) [BAM] catalysis
Jeffrey N. Johnston / Vanderbilt University

11:30
Quantitative aspects of Michael acceptor reactivity
Hendrik Zipse / Ludwig Maximilian University of Munich

12:10
Lunch

 

Session chair: Thomas Wirth

13:40
Organocatalytic halogenation of alkenes
Ulrich Hennecke / Vrije Universiteit Brussel

14:20
Stereocontrolled fluorofunctionalization of alkenes under the auspices of I(I)/I(III) catalysis
Ryan Gilmour / University of Münster

15:00
Coffee break

15:30
Borane-catalyzed stereoselective C–H insertion, cyclopropanation, and ring-opening reactions
Rebecca L. Melen / Cardiff University

16:10
Creating heterocycles via addition to alkenes and alkynes
Mark Lautens / University of Toronto

16:50
Farewell

17:10
End of program

19:00
Dinner

Poster

No. 1:
Stereoselective Diels-Alder-reactions of 2-methylfuran with maleic acid derivatives as key steps for preparing bio-based plasticizer molecules
Bastian Altemeier / Bielefeld University

No. 2:
Stereoselective synthesis of N-alkenyl compounds from azidofluoroalkanes
Petr Beier / Czech Academy of Sciences

No. 3:
Synthesis of highly functionalized alkenes from propargyl silanes via 1,2-silyl migration
RÅ«dolfs Belaunieks / Riga Technical University

No. 4:
Asymmetric aza-Wacker reactions driven by organo-π-acid catalysis
Sebastian Graf / University of Regensburg

No. 5:
Brønsted acid-catalysed enantioselective iodocycloetherification enabled by triphenylphosphine selenide cocatalyst
Sudip Guria / Vrije Universiteit Brussel

No. 6
Boron- and indium-Lewis acid catalysed transfer-hydrogenation and regiodivergent hydrodeuteration of alkenes
Gerhard Hilt / University of Oldenburg

No. 7:
The electrochemical 200% current efficient trans-bromination and the cis-chlorination of alkenes
Gerhard Hilt / University of Oldenburg

No. 8:
Bimetallic catalysis with 2-phosphinoimidazole-derived Pd­–Pd and Rh–Rh complexes
David Michaelis / Brigham Young University

No. 9:
Enantio- and regioselective lactonizations enabled by asymmetric photo-aerobic selenium-π-Acid catalysis
Christopher Schöll / University of Regensburg

No. 10:
Utilising frustrated Lewis pairs for alkene and alkyne functionalisation reactions
Katarina Stefkova / Cardiff University

No.11:
Carbon dioxide enhances sulfur-selective conjugate addition reactions
Yang Yang / University of Copenhagen