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. Author manuscript; available in PMC: 2022 Apr 7.
Published in final edited form as: J Am Chem Soc. 2021 Mar 24;143(13):4935–4941. doi: 10.1021/jacs.1c01880

Table 2.

Substrate Scope for the CuH-Catalyzed Hydrocarboxylation of Allenesa

graphic file with name nihms-1692073-t0003.jpg
a

Conditions: 0.50 mmol 2d (1.0 equiv), 1 (1.2 equiv), copper(II) acetate (5.0 mol %), L2 (5.5 mol %), dimethoxy(methyl)silane (3.0 equiv) in THF (0.5 M); workup A: NH4F/MeOH workup followed by hydrolysis using TFA; workup B: NH4F/MeOH workup; yields refer to average isolated yields of two runs; see the Supporting Information for details.

b

Reaction was carried out at 40 °C.

c

Reaction was carried out at 30 °C.

d

L3 was used as the ligand instead.

e

1 (1.1 equiv) was used. fReaction was carried out at 0 °C in 1,2-dimethoxyethane (DME, 1.0 mL).