Titanocene Catalysed 5-exoCyclisations of Unsaturated Epoxides- Reagent Control in Radical Chemistry
- 3 December 2001
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 2001 (16) , 2500-2520
- https://doi.org/10.1055/s-2001-18713
Abstract
A synthetic route to carbocyclic and heterocyclic [3.3.0], [4.3.0] and [5.3.0] systems containing pyrrolidine and tetrahydro-furan units and various other tetrahydrofuran derivatives is presented. The products are of relevance for natural product synthesis and for the synthesis of biologically active compounds. The titanocene catalysed reactions utilises readily available unsaturated epoxides as substrates. A model explaining the diastereoselectivity of cyclisation is presented that should allow for rational design of more selective catalysts.Keywords
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