2,5-Disubstituted pyrrolidines: synthesis by enamine reduction and subsequent regioselective and diastereoselective alkylations
Hussaini, Syed Raziullah; Moloney, Mark G.; Hussaini Syed Raziullah; The Department of Chemistry, Chemistry Research Laboratory, The University of Oxford; Moloney Mark G.; The Department of Chemistry, Chemistry Research Laboratory, The University of Oxford
Журнал:
Organic & Biomolecular Chemistry
Дата:
2006
Аннотация:
Methodology for the diastereoselective synthesis of 2,5-disubstituted pyrrolidines by reduction of enamines derived from pyroglutamic acid is reported; the nature of nitrogen protection was found to be critical for the stereochemical control of the reaction outcome. Regioselective manipulation of the C-2 and C-5 substituents is possible, providing access to differently substituted pyrrolidines for a limited number of cases.
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