Enantioselective partial reduction of 2,5-disubstituted pyrroles via a chiral protonation approach |
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| Authors: | Donohoe Timothy J Freestone Graeme C Headley Catherine E Rigby Caroline L Cousins Rick P C Bhalay Gurdip |
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| Affiliation: | Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford OX1 3TA, UK. timothy.donohue@chem.ox.ac.uk |
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| Abstract: | [reaction: see text] The partial reduction of 2,5-pyrrole diester 1 followed by enantioselective protonation in situ to furnish synthetically useful building blocks is described. An enantiomeric excess of up to 74% was achieved using (-)-ephedrine and related analogues as chiral proton sources. The pyrroline product obtained could be recrystallized to give enantiomerically pure material. |
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