Table 1.
Reaction details for synthesis of 6–10
| Compound | DHA (2) |
Linker |
Ether |
BF3·OEt2 |
MSa |
Crudeb |
Product |
|||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| mg | mmol | eq. | mg | mmol | eq. | mL | μL | g | mg | mg | % | |
| 6 | 360 | 1.27 | 2.11 | 84.0 | 0.60 | 1 | 120 | 400 | 1.7 | 330 | 28.0 | 6.9 |
| 7 | 510 | 1.79 | 18.82 | 10.4 | 0.10 | 1 | 75 | 700 | - | 410 | 44.0 | 71.9 |
| 8 | 402 | 1.41 | 2.22 | 56.2 | 0.64 | 1 | 75 | 220 | - | 335 | 88.0 | 22.2 |
| 9 | 480 | 1.69 | 3.10 | 48.0 | 0.54 | 1 | 50 | 410 | - | 416 | 135.0 | 39.9 |
| 10 | 540 | 1.90 | 2.08 | 97.0 | 0.91 | 1 | 60 | 450 | - | 575 | 55.0 | 9.4 |
MS: molecular sieve.
Crude: crude reaction mixture after workup.