Rapid diastereocontrolled synthesis of 2,2,5-trisubstituted pyrrolidines.
2,2,5-Trisubstituted pyrrolidines are available from allylic pyroglutamates by Ireland-Claisen ester rearrangement followed by Eschenmoser sulfide contraction and reduction in a highly diastereoselective and efficient sequence. Some of the products from this sequence exhibit activity against S. aureus, but are much less active against E. coli.
Chandan
Nandkishkor
N
The Department of Chemistry, Chemistry Research Laboratory, The University of Oxford, 12 Mansfield Road, Oxford, UK.
Moloney
Mark G
MG