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. Author manuscript; available in PMC: 2019 Feb 12.
Published in final edited form as: J Am Chem Soc. 2017 Sep 20;139(39):13882–13896. doi: 10.1021/jacs.7b07706

Table 1.

Optimization of E-Ring Piperidine formation

graphic file with name nihms981469u2.jpg
entry conditions 91 92 93 94
1 KOt-Bu (3 equiv), THF, 50 °C 30% 0% 0% 39%
2 KH (1.6 equiv), THF, 55–60 °C 62% 8% 8% trace
3 KH (1.6 equiv), DMF, rt 83% 0% 0% 0%