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. 2021 Dec 16;24(1):400–405. doi: 10.1021/acs.orglett.1c04075

Table 1. Reaction Optimization Studiesa.

graphic file with name ol1c04075_0008.jpg

entry ligand solvent yield (%)b ee (%)c
1 L1 1,4-dioxane 38 8
2 L2 1,4-dioxane 80 34
3 L3 1,4-dioxane 80 24
4 L4 1,4-dioxane 78 83
5 L4 1,4-dioxane (0.1 M) 84 79
6 L4 1,4-dioxane (0.2 M) 80 75
7 L4 MeCN 71 1
8 L4 PhMe 78 22
9 L4 Et2O 71 38
10 L4 THF 70 41
11 L4 CH2Cl2 98 65
12 L4 1,4-dioxane/CH2Cl2 (3/1)d 82 81
a

Conditions: 16a (0.17 mmol), [Pd2(dba)3] (2.5 mol %), (L14) (6.5 mol %). Abbreviation: dba, dibenzylideneacetone.

b

Isolated yield.

c

Enantiomeric excess determined by chiral HPLC;

d

Performed at 0 °C.d