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. Author manuscript; available in PMC: 2010 Jul 21.
Published in final edited form as: Angew Chem Int Ed Engl. 2009;48(46):8721–8724. doi: 10.1002/anie.200904435

Table 1.

Solvolysis of ureas in neutral methanol. Bn =benzyl.

graphic file with name nihms218006u1.jpg
Entry 3 R R′ R″ T [°C] t [h] Yield of 4 [%][a]
1 3 a Ph Me Me 70 18 <1
2 3 b Ph Et Et 70 18 <2
3 3 c Ph iPr iPr 70 18 81
4 3 d Ph H tBu 70 18 0
5 3 e Ph Me tBu 70 <5 min >99
6 3 e Ph Me tBu 50 1 >99
7 3 f Ph Et tBu 50 1 >99
8 3 f Ph Et tBu 20 18 >99
9 3 g Ph nPr tBu 50 1 >99
10 3 g Ph nPr tBu 20 18 >99
11 3 h Ph iPr tBu 20 1 >99
12 3 i Bn iPr iPr 70 18 33
13 3 i Bn iPr iPr 70 72 85
14 3 j tBu iPr iPr 70 18 26
15 3 j tBu iPr iPr 70 72 85
16 3 k tBu iPr tBu 20 1 >99
[a]

Yield of isolated product.