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. Author manuscript; available in PMC: 2021 Jun 5.
Published in final edited form as: Org Lett. 2020 May 18;22(11):4272–4275. doi: 10.1021/acs.orglett.0c01303

Table 1.

Optimization of Palladium-Catalyzed Allylic Alkylationa,b

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entry ligand solvent %eec (yield)
1 L1 2:1 hexane/PhMe −51
2 L2 2:1 hexane/PhMe 34
3 L1 2:1 hexane/PhMe 85
4 L4 2:1 hexane/PhMe 84
5 L3 benzene 80
6 L3 methylcyclohexane 81
7d L3 2:1 hexane/PhMe 86 (96)

graphic file with name nihms-1637388-f0005.jpg

a

Conditions: 0.1 mmol 1a, 2.5 mol % Pd2(dba)3, 6 mol % ligand, 2.0 mL solvent.

b

Conversion over 95% if no yield from isolated product stated.

c

Determined by chiral SFC analysis.

d

Reaction performed with 0.2 mmol 1a, 0.25 mol % Pd2(dba)3, 0.6 mol % ligand, and 2.0 mL solvent.