Table 7. Comparison of Kinetic Rate Constants of YND–BME 6a:d1-d3 and YND-PT 8a:d1-d3 in CDCl3 and DMSO-d6.
| system (solvent) method | diastereomer |
||
|---|---|---|---|
| kd1 (s–1) | kd2 (s–1) | kd3 (s–1) | |
| 6a (DMSO-d6) extrapolateda | 3.09 ± 0.13 × 10–4 | 1.48 ± 0.25 × 10–3 | 6.70 ± 0.65 × 10–5 |
| 8a (DMSO-d6) isolatedb | 3.33 ± 0.25 × 10–4 | 2.33 ± 0.15 × 10–3 | 8.33 ± 1.02 × 10–5 |
| 6a (CDCl3) directc | 5.38 ± 0.18 × 10–4 | 2.08 ± 0.20 × 10–3 | 2.64 ± 0.32 × 10–4 |
| 8a (CDCl3) isolatedb | 2.75 ± 0.14 × 10–4 | 2.30 ± 0.07 × 10–3 | 8.47 ± 0.46 × 10–5 |
a
Rate constants are extrapolated from combined convoluted rate data of a mixture of diastereomers d1–d3 using kinetic simulations.
b
Rate constants are derived from kinetics measured of isolated diastereomer-enriched samples.
c
Rate constants are derived from kinetics measured from the direct measurement of single resolvable diastereomer 1H NMR resonances in a mixture of diastereomers d1–d3.