Enantiomerization Dynamics and a Catalytic Dynamic Resolution of N-Trimethylallyl-2-lithiopyrrolidine

by Beng, T. K.; Yousaf, T. I.; Coldham, I.; Gawley, R. E.

The barriers to enantiomerization of N-trimethylallyl-2-lithiopyrrolidine have been measured in the presence of sparteine, 1, N,N'-diisopropylbispidine, 2, and diaminoalkoxide 3. We have additionally demonstrated a rare example of a catalytic dynamic resolution using either of two ligands, achieving enantiomer ratios of up to 93:7.

Journal
Journal of the American Chemical Society
Volume
131
Issue
20
Year
2009
Start Page
6908-6909
URL
https://dx.doi.org/10.1021/ja900755a
ISBN/ISSN
1520-5126; 0002-7863
DOI
10.1021/ja900755a