The barrier to enantiomerization of N-Boc-2-lithiopyrrolidine: the effect of chiral and achiral diamines
by Yousaf, T. I.; Williams, R. L.; Coldham, I.; Gawley, R. E.
(-)-Sparteine and TMEDA dramatically lower both enthalpy and entropy of activation for the barrier to enantiomerization of N-Boc-2-lithiopyrrolidine in diethyl ether, whereas N,N'-diisopropylbispidine has little effect; the entropy of activation for enantiomerization is zero in the presence of TMEDA and slightly negative in the presence of sparteine; these data suggest a subtle change in mechanism of enantiomerization in the presence of TMEDA and sparteine.
- Journal
- Chemical Communications
- Issue
- 1
- Year
- 2008
- Start Page
- 97-98
- URL
- https://dx.doi.org/10.1039/b714302h
- ISBN/ISSN
- 1364-548X; 1359-7345
- DOI
- 10.1039/b714302h