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Cyclobutene chemistry

The chemistry of small rings has long held unique fascination to the synthetic practicioner. We have developed a concise and stereoselective access to cyclobutenes by a novel combination of photochemistry and transition metal catalysis. 

(For own review articles/accounts, see: ChemCatChem 2013, 5 (6), 1239-1247 and Synlett 2011, 735-740)

 

Recent highlights of this chemistry include:


(a) the discovery of new phenomena in asymmetric catalysis, namely Diastereodivergent Racemisation and Diastereodivergent Deepimerisation

Angew. Chem. Int. Ed. 2011, 50, 12631-12635

 

Angew. Chem. Int. Ed. 2012, 51, 7314-7317

 

(b) initial structural and mechanistic studies that highlighted the complexity and novelty of the system at hand



Angew. Che
m. Int. Ed. 2013, 52 (24), 6313–6316

 

(c) the establishment of a catalytic asymmetric alkylation of cyclobutenes with "hard" nucleophilic reagents

 

Org. Lett. 2013, 15 (9), 2318-2321

 

Organic Synthesis
Department of Organic Chemistry
University of Vienna
Währinger Straße 38
1090 Vienna
T: +43-1-4277-52101
University of Vienna | Universitätsring 1 | 1010 Vienna | T +43-1-4277-0