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. 2019 Dec 10;15:2948–2957. doi: 10.3762/bjoc.15.290

Table 2.

Ireland–Claisen rearrangement with Et3N as a base.

graphic file with name Beilstein_J_Org_Chem-15-2948-i001.jpg
Entry R R’3SiOTf T (°C) t (h) Yield of 3 (%) dr
1 H Me3SiOTf rt 24 75 –
2 H Me3SiOTf 40 4 22 –
3 H t-BuMe2SiOTf rt 24 40 –
4 Ph Me3SiOTf rt 24 74 69:31
5 Ph Me3SiOTf 5 72 50 71:29
6 Ph – rt 24 0 –