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. 2021 Nov 24;6(50):34501–34511. doi: 10.1021/acsomega.1c04741

Table 3. Effect of Different Catalyst Substituents on the Yield of the Ring-Opening Reaction and ee of the Products.

entry catalyst solvent temp (°C) time (h) yield (%)a head (%)b,c
1 1j toluene –30 24 87 30
2 1m toluene –30 24 98 92
3 1o toluene –30 24 87 30
4 1n toluene –30 24 82 13
5 1o toluene –30 24 83 6
6 1o toluene –30 24 83 33
7 1p toluene –30 24 87 30
8 1q toluene –30 24 85 17
9 1r toluene –30 24 87 6
10 1s toluene –30 24 87 60
11 1a toluene –30 24 90 12
12 1t toluene –30 24 90 25
13 1m CH2Cl2 –30 24 90 69
14 1m hexane –30 24 93 49
15 1m toluene/CCl4 –30 24 84 27
16 1m THF –30 24 84 27
17 1m diethyl ether –30 24 85 29
a

Isolated yield of products.

b

Determined by GC using the Agilent HP-1 column (19091Z-413, 30 m × 0.32 mm × 0.25 μm); conditions: initial temp, 50 °C; initial time, 3 min; 25.0 °C/min; final temp, 280 °C; 17 psi; retention time, 10.76 14.12 min.

c

Absolute configuration.8