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. 2020 Jun 23;16:1436–1446. doi: 10.3762/bjoc.16.119

Table 3.

Studies on the reactivity of 13 in the presence of BTMS.a

entry solvent TEA PCb time
[h]
ratio
13:22

1 ACN + 1
3
24
0.15:0.85
0.02:0.98
0:1
2 CDCl3 + 3
24
0.58:0.42
0:1
3 CDCl3 24 (rt) 0.5:0.5
4 ACN 1 + 3 0.57:0.43
5 CDCl3 1 + 3 0.64:0.36
6 ACN 24 0:1

aThe reaction was carried out with distilled BTMS (6 equiv) at 35 °C, except for entry 3, where the reaction was carried out at rt; bPC: trialkyl phosphonocarboxylate 8a.