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. 2016 Apr 27;12:813–824. doi: 10.3762/bjoc.12.80

Table 1.

Effect of metals on the domino aldol reaction of 1a and 3a at different temperatures (reaction time: 2 h) on the yield of 5a and 6a.

Entry Metal Yield of 5a and 6a at various temperatures

at 0 °C at 25 °C at 67 °C

5a (%) 6a (%) 5a (%) 6a (%) 5a (%) 6a (%)

1 Al 18 19 64a 8 8
2 Ga 17 (+20)b 22 70 19 67
3 In 76 3 85a 13 60 2
4 Tib 19 26 38 14 50a 5
5 Zr 61 10 76c 23 21
6 Sn(IV) 7 20 36 (+29)b,c 22 17 5

aRef. [34]. bA diastereomer of 5a. cRef. [37].