Synthesis of Chiral Tetrahydrofurans and Pyrrolidines by Visible‐Light‐Mediated Deoxygenation

Abstract

The synthesis of chiral tetrahydrofurans and pyrrolidines starting from 1,2-diols or β-amino alcohols, respectively, by visible-light-mediated deoxygenation is described. Easily accessible monoallylated/propargylated substrates were activated either as inexpensive ethyl oxalates or as recyclable 3,5-bis(trifluoromethyl)benzoates to generate alkyl radicals suitable for 5-exo-trig/5-exo-dig cyclizations under visible-light irradiation.

DOI: 10.1002/ejoc.201700014

Cite this paper

@inproceedings{Rackl2017SynthesisOC, title={Synthesis of Chiral Tetrahydrofurans and Pyrrolidines by Visible‐Light‐Mediated Deoxygenation}, author={Daniel Rackl and Viktor Kais and Eugen Lutsker and And Oliver Reiser}, booktitle={European journal of organic chemistry}, year={2017} }