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. 2021 Oct 26;86(21):14928–14941. doi: 10.1021/acs.joc.1c01629

Table 1. Optimization of Reaction Conditions in a Reaction of 5a and p-TolMgBra.

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entry 5a/p-TolMgX (equiv) temp (°C) 8a (%)b 9 (%)b
1 1:1.1 –78 36 29c
2 1:1.1 –25 71 17
3 1:1.1 rt 76 7
4 1:/1.1 0 65 10
5 1:1.8 0 83 10
6 1:2.5 0 83 0
7d 1:1.5 0 98 0
a

Reaction conditions: 5a (0.13 mmol), ArMgBr (0.195 mmol), THF (2 mL).

b

Isolated yields.

c

Starting material 5a and 1-phenylbenzophospholan-3-one oxide (3a) were present in the crude reaction mixture.

d

Reaction was carried out for 30 min.