Table 2. Catalytic studies of 1a, 2a, 3a, and Other PTC Catalysts toward MOMe (M = Li, Na, K).
entry | substrate | catalysta | conversionb (%) |
---|---|---|---|
1 | NaOMe | ||
2 | NaOMe | NBu4Cl | 44 |
3 | NaOMe | 18-crown-6 | 20 |
4 | NaOMe | 15-crown-5 | 39 |
5 | NaOMe | ICy·HBF4 | 8 |
6 | NaOMe | CDI(p-Tol) | |
7 | NaOMe | 1a | 46 |
8 | NaOMe | 3a | 43 |
9 | NaOMe | 2a | 55 |
10 | LiOMe | 2a | |
11 | KOMe | 2a | 5 |
Catalyst or catalyst precursor (see below).
An aliquot was taken after 4 h to calculate conversion by 1H NMR.