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. 2020 May 4;11(20):5267–5272. doi: 10.1039/d0sc01773f

Optimization of reaction conditionsa.

graphic file with name d0sc01773f-u1.jpg
Entry MgX2 (equiv.) Temp [°C] Conv.b [%] Yieldb [%]
2a 2a′
1 MgI2 (1.5) 80 60 38 1
2 MgI2 (2) 80 62 40 2
3 MgI2 (3) 80 73 68 4
4 MgI2 (3) 100 >99 93c 6
5 MgBr2 (3) 100 99 93d 5
6 MgCl2 (3) 100 94 89 4
a

All the reactions were conducted using 0.5 mmol of 1a in THF (2.5 mL).

b

GC yields with n-dodecane as an internal standard.

c

Isolated yield was 96% as a 94 : 6 trans/cis-mixture.

d

Isolated yield was 93% as a 94 : 6 trans/cis-mixture.