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. Author manuscript; available in PMC: 2015 Jul 30.
Published in final edited form as: Tetrahedron Lett. 2005 Apr 2;46(19):3417–3421. doi: 10.1016/j.tetlet.2005.03.099

Table 2.

Comparison of hydrolysis of pivaloyl and 4-acetoxy-2,2-dimethylbutanoyl esters (ADMB)

Substrate Equiv of DBU Time (h) ROH yield (%)
4 graphic file with name nihms689945t4.jpg 4a P = Piv 0.5 24 0
4b P = ADMB 0.5 0.5 100
4b P = ADMB 0.1 2 100
5 graphic file with name nihms689945t5.jpg 5a P = Piv 0.5 10 12
5b P = ADMB 0.5 1 100
5b P = ADMB 0.1 3 100
6 graphic file with name nihms689945t6.jpg 6a P = Piv 0.5 24 0
6b P = ADMB 0.1 3 98
7 graphic file with name nihms689945t7.jpg 7a P = Piv 0.5 2 30
7a P = Piv 0.5 12 97
7b P = ADMB 0.5 1 99