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. Author manuscript; available in PMC: 2014 Sep 5.
Published in final edited form as: Chem Rev. 2013 Jun 17;113(8):5701–5765. doi: 10.1021/cr4000144

Table 14.

Reactions of 6,6,7,7-Tetramethylquinuclidin-2-one with Cleavage of Amide Bond by Yakhontov

graphic file with name nihms495222t15.jpg
entry RH conditions 447 yield
(%)
1 H2O 100 °C, 0.5 h 447a 94
2 MeOH 65°C, 5 h 447b 76
3 morpholine Δ, 12 h 447c 97
4 NH2OH EtOH, 78 °C, 2 h 447d 62
5 NH2NH2 xylenes, Δ
Dean-Stark, 5 h		 447e 63
6 NH2NHPh xylenes, Δ
Dean-Stark, 12 h		 447f 64