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. 2024 Apr 30;89(10):6915–6928. doi: 10.1021/acs.joc.4c00277

Table 2. Optimization of the Michael Adduct Formation between Chalcone (13a) and Lactone 2a.

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entry NBu4Br (equiv) base (equiv) molarity [2a] time (h) yield (%)a
1   K2CO3 (1.0) 0.337 24 -b
2 0.20 K2CO3 (1.0) 0.337 2 90
3 0.05 K2CO3 (1.0) 0.337 2 88
4 0.05 K2CO3 (0.10) 0.337 2.5 86
5 0.01 K2CO3 (0.01) 0.675 48 88
6 0.10 K2CO3(0.10) 0.675 5 97
7 0.10 Li2CO3 (0.10) 0.675 36 80
a

Isolated yield.

b

Starting materials recovered.