Continuous Flow Synthesis of Highly Substituted Tetrahydrofurans

• Patrick Hoffmeyer, Christoph Schneider

• Institute of Organic Chemistry, University of Leipzig, Johannisallee 29, D, ‐04103 Leipzig Germany

Under continuous flow conditions, the diastereoselective synthesis of a broad range of 2,3,5‐trisubstituted tetrahydrofurans has been developed. Compared to the initial batch synthesis both yields and selectivities with respect to different substituents in the 2,5‐position were improved and reaction times significantly reduced.

The highly diastereoselective synthesis of multiply substituted tetrahydrofurans was achieved in a sequential process under continuous flow conditions. Greatly reduced reaction times, improved selectivities and enhanced yields are the benefits of this approach in comparison to the initial batch synthesis. Moreover, gram amounts of product were produced in the flow reactor likewise due to facile upscaling. In addition, employing a novel bis(silyl)dienediolate tetrasubstituted tetrahydrofurans were made accessible as well.

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