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. Author manuscript; available in PMC: 2019 Jul 6.
Published in final edited form as: Org Lett. 2018 Jun 25;20(13):4090–4093. doi: 10.1021/acs.orglett.8b01642

Table 1.

Reaction Developmenta

graphic file with name nihms981708u2.jpg

entry deviation from optimized conditions time (h) yield (%)
1 none 1.5 72
2 no PhCOOH 24 38
3 50 mol % of PhCOOH 1 72
4 AcOH instead of PhCOOH 2.5 66
5 2-EHA instead of PhCOOH 2.5 67
6 0.2 M conc 1.5 67
7 0.05 M conc 2.5 69
8 1.5 equiv of THIQ 2 46
9 3 equiv of THIQ 1.5 55
a

Reactions were performed on a 0.2 mmol scale. All yields correspond to isolated yields.

2-EHA = 2-ethylhexanoic acid