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. 2023 Jun 22;13(27):18964–18973. doi: 10.1039/d3ra03480a

Optimization of the reaction conditionsa.

graphic file with name d3ra03480a-u1.jpg
Entry Catalyst Solvent Yieldb (%) eec (%)
1 (S)-4.1a DCE 60 42
2 (S)-4.1b DCE 73 38
3 (S)-4.1c DCE 80 66
4 (S)-4.1d DCE 64 2
5 (S)-4.1e DCE 81 30
6 (S)-4.1f DCE 47 18
7 (S)-4.1g DCE 89 63
8 (S)-4.1h DCE 71 58
9 (S)-4.1i DCE 86 72
10 (R)-4.2a DCE 72 32
11 (R)-4.3a DCE 75 34
12 (S)-4.1i DCM 79 64
13 (S)-4.1i CHCl3 83 64
14 (S)-4.1i Et2O 59 52
15 (S)-4.1i EA 74 59
16 (S)-4.1i 1,4-Dioxane 80 32
17d (S)-4.1i DCE 86 86
18 e (S)-4.1i DCE 88 87
19f (S)-4.1i DCE 56 79
a

Reaction conditions: 1a (0.05 mmol), 2a (0.06 mmol) and catalyst (10 mol%) in DCE (0.5 mL) at room temperature for 12 h.

b

Isolated yields.

c

Determined by chiral HPLC analysis.

d

3 Å MS.

e

4 Å MS.

f

At 0 °C.