Table 2.

Determined initial rate in the reduction of 1 using SmI₂/amine/H₂O versus pK_BH+.^[a]

Entry	Amine	vinitial [mM s−1]	pKBH+[b]
1	morpholine	2.4×10−4	9.0±0.2
2	nBu3N	3.9×10−5	10.0±0.5
3	Et3N	5.0×10−4	10.6±0.3
4	nBuNH2	6.8×10−3	10.7±0.1
5	pyrrolidine	8.8×10−3	11.3±0.2

^[a] [SmI₂]=75 mm; [H₂O]=250 mm; [ester]=12.5 mm; [amine]=150 mm; T=23 °C.

^[b] Determined from ACD lab prediction algorithm.