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. Author manuscript; available in PMC: 2024 Aug 4.
Published in final edited form as: J Org Chem. 2023 Jul 13;88(15):10881–10904. doi: 10.1021/acs.joc.3c00917

Table 6.

Catalyst loading optimization for decarboxylation.

graphic file with name nihms-1921660-t0016.jpg
entry mol % AgOAc Conversion (%)a E/Zb
1 h 2 h 3 h
1 15.0 100 - - 96:4
2 10.0 100 - - 96:4
3 5.0 96 100 - 96:4
4 2.5 22 22 22 96:4
5 2.5c 23 23 23 96:4
6 5.0 c 100 - - 96:4
a

Conversion of 10b to 10c as measured by HPLC (220 nm).

b

E/Z ratio from HPLC.

c

Two volumes of NMP instead of three volumes.