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. 2021 May 27;27(36):9257–9262. doi: 10.1002/chem.202101041

Table 2.

Tested conditions for cyclization precursor 14.

graphic file with name CHEM-27-9257-g007.jpg

Entry

Lewis acid

Conditions

Product (Yield[a])

1

B(C6F5)3 (2.5 mol%)

CH2Cl2, 30 °C, 8.5 h

15 (77 %)

2

SnCl4 (1.1 equiv.)

CH2Cl2, −78 °C to 0 °C, 2 h

15 (25 %), 16 (19 %)

3

SnCl4 (10 mol %)

CH2Cl2, −78 °C to 0 °C, 4 d

15 (21 %), 16 (15 %), 14 (36 %)

4

SnCl4 (20 mol %)

CH2Cl2, −78 °C to 0 °C, 2 d

15 (26 %), 16 (<5 %)

5

SnCl4 (30 mol %)[b]

CH2Cl2, −78 °C to 0 °C, 6 h

15 (43 %), 16 (1 %)

6

SnCl4 (1.1 equiv.)

toluene, −78 °C to 0 °C, 4 d

15 (45 %)

7

SnCl4 (1.1 equiv.)

CHCl3, −78 °C to 0 °C, 4 h

15 (37 %), 16 (<5 %)

[a] Isolated yield. [b] 0.1 equiv. were added every two hours.